Highly stereoselective 6-exo ring-closure of 5-substituted hept-6-enyl radicals

5-Substituted 7-methylthio-7-( p-tolylsulfonyl)-6-heptenyl radicals (1) and their 4-oxa derivatives cyclized in 6-exo manner with extremely high 1,2-asymmetric induction leading to trans ring-closure. Transition states for the ring closure are discussed by the experimental results and MO calculation...

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Published inTetrahedron letters Vol. 34; no. 51; pp. 8313 - 8316
Main Authors Ogura, Katsuyuki, Kayano, Akio, Fujino, Takeo, Sumitani, Naoko, Fujita, Makoto
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 17.12.1993
Elsevier
Subjects
Chemistry
Chemistry, Organic
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives
Organic chemistry
Physical Sciences
Preparations and properties
Science & Technology
ORGANIC-SYNTHESIS
DESIGN
CHAIN REACTIONS
CYCLIZATION
Stereoselectivity
Thioacetal oxide
Cyclization
Six membered ring
Exo stereoisomer
Saturated compound
Oxygen heterocycle
Thioketenes
Free radical reaction
Monocyclic compound
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Abstract 5-Substituted 7-methylthio-7-( p-tolylsulfonyl)-6-heptenyl radicals (1) and their 4-oxa derivatives cyclized in 6-exo manner with extremely high 1,2-asymmetric induction leading to trans ring-closure. Transition states for the ring closure are discussed by the experimental results and MO calculations. Transition states of the ring-closure are discussed by the experimental results and MO calculations.
AbstractList 5-Substituted 7-melhylthio-7-(p-tolylsulfonyl)-6-heptenyl radicals (1) and their 4-oxa derivatives cyclized in 6-exo manner with extremely high 1,2-asymmetric induction leading to trans ring-closure. Transition states for the ring closure are discussed by the experimental results and MO calculations.
5-Substituted 7-methylthio-7-( p-tolylsulfonyl)-6-heptenyl radicals (1) and their 4-oxa derivatives cyclized in 6-exo manner with extremely high 1,2-asymmetric induction leading to trans ring-closure. Transition states for the ring closure are discussed by the experimental results and MO calculations. Transition states of the ring-closure are discussed by the experimental results and MO calculations.
Author Sumitani, Naoko
Fujita, Makoto
Kayano, Akio
Ogura, Katsuyuki
Fujino, Takeo
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CitedBy_id crossref_primary_10_1016_S0040_4020_97_10368_4
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Cites_doi 10.1039/c39860000085
10.1021/ar00005a003
10.1055/s-1988-27600
10.1055/s-1988-27620
10.1126/science.223.4639.883
10.1016/S0040-4039(00)98750-1
10.1016/S0040-4039(00)95904-5
10.1246/cl.1992.1487
10.1016/S0040-4020(01)97174-1
10.1002/anie.198909693
10.1021/jo00382a001
10.1139/v87-312
10.1246/bcsj.63.3601
10.1016/S0040-4039(00)82875-0
10.1071/CH9830545
10.1021/cr00006a006
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Issue 51
Keywords ORGANIC-SYNTHESIS
DESIGN
CHAIN REACTIONS
CYCLIZATION
Stereoselectivity
Thioacetal oxide
Cyclization
Six membered ring
Exo stereoisomer
Saturated compound
Oxygen heterocycle
Thioketenes
Free radical reaction
Monocyclic compound
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Elsevier
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References Yahata, Fujita, Ogura (BIB8) 1990; 63
BIB7
Stewart (BIB9) 1989
Giese (BIB1) 1986
RajanBabu, Curran, Curran, Giese, Jasperse, Curran, Fevig, Hart (BIB2) 1991; 24
Beckwith, Easton, Lawrence, Serelis (BIB3) 1983; 36
Ogura, Yanagisawa, Fujino, Takahashi, Ogura, Sumitani, Kayano, Iguchi, Fujita (BIB6) 1988; 29
Beckwith, Schiesser, Spellmeyer, Houk (BIB4) 1985; 41
BIB10
Ladlow, Patterden, Beckwith, Pigow, Stork, Krafft, Biller, Hanessian, Dhanoa, Beaulieu (BIB5) 1985; 26
BIB11
YAHATA, N (WOS:A1990ER85100038) 1990; 63
RAJANBABU, TV (WOS:A1991FM11000003) 1991; 24
GIESE, B (WOS:A1989AN46800001) 1989; 28
STORK, G (WOS:A1987G436300009) 1987; 28
CURRAN, DP (WOS:A1988P057900001) 1988
OGURA, K (WOS:A1992JJ99600025) 1992
LADLOW, M (WOS:A1985AQV6700040) 1985; 26
OGURA, K (WOS:A1988Q814800016) 1988; 29
CURRAN, DP (WOS:A1988N772800001) 1988
STEWART JJP (WOS:A1993MN26300034.16) 1989
HART DJ (WOS:A1993MN26300034.9) 1984; 223
GIESE B (WOS:A1993MN26300034.7) 1986
BECKWITH ALJ (WOS:A1993MN26300034.3) 1985; 41
SPELLMEYER, DC (WOS:A1987G479300001) 1987; 52
JASPERSE, CP (WOS:A1991GJ57900006) 1991; 91
BECKWITH, ALJ (WOS:A1986AXK1000054) 1986
HANESSIAN, S (WOS:A1987K023400030) 1987; 65
BECKWITH, ALJ (WOS:A1983QN78800012) 1983; 36
RajanBabu (10.1016/S0040-4039(00)61419-3_BIB2_1) 1991; 24
Ladlow (10.1016/S0040-4039(00)61419-3_BIB5_1) 1985; 26
Giese (10.1016/S0040-4039(00)61419-3_BIB1) 1986
Curran (10.1016/S0040-4039(00)61419-3_BIB2_2) 1988
Jasperse (10.1016/S0040-4039(00)61419-3_BIB2_5) 1991; 91
Hanessian (10.1016/S0040-4039(00)61419-3_BIB5_4) 1987; 65
Stewart (10.1016/S0040-4039(00)61419-3_BIB9) 1989
Ogura (10.1016/S0040-4039(00)61419-3_BIB6_1) 1988; 29
Curran (10.1016/S0040-4039(00)61419-3_BIB2_3) 1988
Hart (10.1016/S0040-4039(00)61419-3_BIB2_6) 1984; 223
Ogura (10.1016/S0040-4039(00)61419-3_BIB6_2) 1992
Spellmeyer (10.1016/S0040-4039(00)61419-3_BIB4_2) 1987; 52
Stork (10.1016/S0040-4039(00)61419-3_BIB5_3) 1987; 28
Beckwith (10.1016/S0040-4039(00)61419-3_BIB4_1) 1985; 41
Beckwith (10.1016/S0040-4039(00)61419-3_BIB5_2) 1986
Beckwith (10.1016/S0040-4039(00)61419-3_BIB3) 1983; 36
Giese (10.1016/S0040-4039(00)61419-3_BIB2_4) 1989; 28
Yahata (10.1016/S0040-4039(00)61419-3_BIB8) 1990; 63
References_xml – ident: BIB7
– year: 1989
  ident: BIB9
  publication-title: QCPE
  contributor:
    fullname: Stewart
– ident: BIB10
– ident: BIB11
– year: 1986
  ident: BIB1
  publication-title: Radicals in Organic Synthesis: Formation of Carbon-Carbon Bonds
  contributor:
    fullname: Giese
– volume: 36
  start-page: 545
  year: 1983
  ident: BIB3
  publication-title: Aust. J. Chem.
  contributor:
    fullname: Serelis
– volume: 29
  start-page: 5387
  year: 1988
  ident: BIB6
  publication-title: Tetrahedron Lett.
  contributor:
    fullname: Fujita
– volume: 24
  start-page: 139
  year: 1991
  ident: BIB2
  publication-title: Acc. Chem. Res.
  contributor:
    fullname: Hart
– volume: 26
  start-page: 4413
  year: 1985
  ident: BIB5
  publication-title: Tetrahedron Lett.
  contributor:
    fullname: Beaulieu
– volume: 63
  start-page: 3601
  year: 1990
  ident: BIB8
  publication-title: Bull. Chem. Soc. Jpn.
  contributor:
    fullname: Ogura
– volume: 41
  start-page: 3941
  year: 1985
  ident: BIB4
  publication-title: Tetrahedron
  contributor:
    fullname: Houk
– start-page: 417
  year: 1988
  ident: WOS:A1988N772800001
  article-title: THE DESIGN AND APPLICATION OF FREE-RADICAL CHAIN REACTIONS IN ORGANIC-SYNTHESIS .1.
  publication-title: SYNTHESIS-STUTTGART
  contributor:
    fullname: CURRAN, DP
– start-page: 85
  year: 1986
  ident: WOS:A1986AXK1000054
  article-title: FORMATION OF LACTONES VIA A RADICAL RING-CLOSURE MECHANISM
  publication-title: JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS
  contributor:
    fullname: BECKWITH, ALJ
– volume: 28
  start-page: 969
  year: 1989
  ident: WOS:A1989AN46800001
  article-title: THE STEREOSELECTIVITY OF INTERMOLECULAR FREE-RADICAL REACTIONS
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  contributor:
    fullname: GIESE, B
– volume: 24
  start-page: 139
  year: 1991
  ident: WOS:A1991FM11000003
  article-title: STEREOCHEMISTRY OF INTRAMOLECULAR FREE-RADICAL CYCLIZATION REACTIONS
  publication-title: ACCOUNTS OF CHEMICAL RESEARCH
  contributor:
    fullname: RAJANBABU, TV
– start-page: 489
  year: 1988
  ident: WOS:A1988P057900001
  article-title: THE DESIGN AND APPLICATION OF FREE-RADICAL CHAIN REACTIONS IN ORGANIC-SYNTHESIS .2.
  publication-title: SYNTHESIS-STUTTGART
  contributor:
    fullname: CURRAN, DP
– volume: 52
  start-page: 959
  year: 1987
  ident: WOS:A1987G479300001
  article-title: A FORCE-FIELD MODEL FOR INTRAMOLECULAR RADICAL ADDITIONS
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  contributor:
    fullname: SPELLMEYER, DC
– volume: 223
  start-page: 3683
  year: 1984
  ident: WOS:A1993MN26300034.9
  publication-title: SCIENCE
  contributor:
    fullname: HART DJ
– volume: 36
  start-page: 545
  year: 1983
  ident: WOS:A1983QN78800012
  article-title: REACTIONS OF METHYL-SUBSTITUTED HEX-5-ENYL AND PENT-4-ENYL RADICALS
  publication-title: AUSTRALIAN JOURNAL OF CHEMISTRY
  contributor:
    fullname: BECKWITH, ALJ
– volume: 29
  start-page: 5387
  year: 1988
  ident: WOS:A1988Q814800016
  article-title: AN EFFICIENT ACCEPTOR OF 1-HYDROXY (OR ALKOXY) ALKYL RADICALS - KETENE DITHIOACETAL S,S-DIOXIDE
  publication-title: TETRAHEDRON LETTERS
  contributor:
    fullname: OGURA, K
– year: 1989
  ident: WOS:A1993MN26300034.16
  publication-title: QCPE455 PROGR
  contributor:
    fullname: STEWART JJP
– volume: 28
  start-page: 1035
  year: 1987
  ident: WOS:A1987G436300009
  article-title: AN APPROACH TO GELSEMINE
  publication-title: TETRAHEDRON LETTERS
  contributor:
    fullname: STORK, G
– volume: 65
  start-page: 1859
  year: 1987
  ident: WOS:A1987K023400030
  article-title: SYNTHESIS OF CARBOCYCLES FROM OMEGA-SUBSTITUTED ALPHA,BETA-UNSATURATED ESTERS VIA RADICAL-INDUCED CYCLIZATIONS
  publication-title: CANADIAN JOURNAL OF CHEMISTRY
  contributor:
    fullname: HANESSIAN, S
– year: 1986
  ident: WOS:A1993MN26300034.7
  publication-title: RADICALS ORGANIC SYN
  contributor:
    fullname: GIESE B
– start-page: 1487
  year: 1992
  ident: WOS:A1992JJ99600025
  article-title: ABNORMAL 4-MEMBERED RING FORMATION IN INTRAMOLECULAR RADICALIC CYCLIZATION - HIGH-STABILITY OF THE ALKYL RADICAL SUBSTITUTED WITH METHYLTHIO AND PARA-TOLYLSULFONYL GROUPS
  publication-title: CHEMISTRY LETTERS
  contributor:
    fullname: OGURA, K
– volume: 63
  start-page: 3601
  year: 1990
  ident: WOS:A1990ER85100038
  article-title: A NEW AND CONVENIENT PREPARATION OF CONJUGATED DIENALS
  publication-title: BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN
  contributor:
    fullname: YAHATA, N
– volume: 26
  start-page: 4413
  year: 1985
  ident: WOS:A1985AQV6700040
  article-title: TOTAL SYNTHESIS OF (+/-)-ALLIACOLIDE
  publication-title: TETRAHEDRON LETTERS
  contributor:
    fullname: LADLOW, M
– volume: 91
  start-page: 1237
  year: 1991
  ident: WOS:A1991GJ57900006
  article-title: RADICAL REACTIONS IN NATURAL PRODUCT SYNTHESIS
  publication-title: CHEMICAL REVIEWS
  contributor:
    fullname: JASPERSE, CP
– volume: 41
  start-page: 3941
  year: 1985
  ident: WOS:A1993MN26300034.3
  publication-title: TETRAHEDRON
  contributor:
    fullname: BECKWITH ALJ
– start-page: 85
  year: 1986
  ident: 10.1016/S0040-4039(00)61419-3_BIB5_2
  publication-title: J. Chem. Soc., Chem. Commun.
  doi: 10.1039/c39860000085
  contributor:
    fullname: Beckwith
– volume: 24
  start-page: 139
  year: 1991
  ident: 10.1016/S0040-4039(00)61419-3_BIB2_1
  publication-title: Acc. Chem. Res.
  doi: 10.1021/ar00005a003
  contributor:
    fullname: RajanBabu
– start-page: 417
  year: 1988
  ident: 10.1016/S0040-4039(00)61419-3_BIB2_2
  publication-title: Synthesis
  doi: 10.1055/s-1988-27600
  contributor:
    fullname: Curran
– start-page: 489
  year: 1988
  ident: 10.1016/S0040-4039(00)61419-3_BIB2_3
  publication-title: Synthesis
  doi: 10.1055/s-1988-27620
  contributor:
    fullname: Curran
– year: 1986
  ident: 10.1016/S0040-4039(00)61419-3_BIB1
  contributor:
    fullname: Giese
– volume: 223
  start-page: 3683
  year: 1984
  ident: 10.1016/S0040-4039(00)61419-3_BIB2_6
  publication-title: Science
  doi: 10.1126/science.223.4639.883
  contributor:
    fullname: Hart
– volume: 26
  start-page: 4413
  year: 1985
  ident: 10.1016/S0040-4039(00)61419-3_BIB5_1
  publication-title: Tetrahedron Lett.
  doi: 10.1016/S0040-4039(00)98750-1
  contributor:
    fullname: Ladlow
– volume: 28
  start-page: 1035
  year: 1987
  ident: 10.1016/S0040-4039(00)61419-3_BIB5_3
  publication-title: Tetrahedron Lett.
  doi: 10.1016/S0040-4039(00)95904-5
  contributor:
    fullname: Stork
– start-page: 1487
  year: 1992
  ident: 10.1016/S0040-4039(00)61419-3_BIB6_2
  publication-title: Chem. Lett.
  doi: 10.1246/cl.1992.1487
  contributor:
    fullname: Ogura
– volume: 41
  start-page: 3941
  year: 1985
  ident: 10.1016/S0040-4039(00)61419-3_BIB4_1
  publication-title: Tetrahedron
  doi: 10.1016/S0040-4020(01)97174-1
  contributor:
    fullname: Beckwith
– volume: 28
  start-page: 969
  year: 1989
  ident: 10.1016/S0040-4039(00)61419-3_BIB2_4
  publication-title: Angew. Chem., Int. Ed Engl.
  doi: 10.1002/anie.198909693
  contributor:
    fullname: Giese
– volume: 52
  start-page: 959
  year: 1987
  ident: 10.1016/S0040-4039(00)61419-3_BIB4_2
  publication-title: J. Org. Chem.
  doi: 10.1021/jo00382a001
  contributor:
    fullname: Spellmeyer
– volume: 65
  start-page: 1859
  year: 1987
  ident: 10.1016/S0040-4039(00)61419-3_BIB5_4
  publication-title: Can. J. Chem.
  doi: 10.1139/v87-312
  contributor:
    fullname: Hanessian
– volume: 63
  start-page: 3601
  year: 1990
  ident: 10.1016/S0040-4039(00)61419-3_BIB8
  publication-title: Bull. Chem. Soc. Jpn.
  doi: 10.1246/bcsj.63.3601
  contributor:
    fullname: Yahata
– volume: 29
  start-page: 5387
  year: 1988
  ident: 10.1016/S0040-4039(00)61419-3_BIB6_1
  publication-title: Tetrahedron Lett.
  doi: 10.1016/S0040-4039(00)82875-0
  contributor:
    fullname: Ogura
– volume: 36
  start-page: 545
  year: 1983
  ident: 10.1016/S0040-4039(00)61419-3_BIB3
  publication-title: Aust. J. Chem.
  doi: 10.1071/CH9830545
  contributor:
    fullname: Beckwith
– year: 1989
  ident: 10.1016/S0040-4039(00)61419-3_BIB9
  publication-title: QCPE
  contributor:
    fullname: Stewart
– volume: 91
  start-page: 1237
  year: 1991
  ident: 10.1016/S0040-4039(00)61419-3_BIB2_5
  publication-title: Chem. Rev.
  doi: 10.1021/cr00006a006
  contributor:
    fullname: Jasperse
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Snippet 5-Substituted 7-methylthio-7-( p-tolylsulfonyl)-6-heptenyl radicals (1) and their 4-oxa derivatives cyclized in 6-exo manner with extremely high 1,2-asymmetric...
5-Substituted 7-melhylthio-7-(p-tolylsulfonyl)-6-heptenyl radicals (1) and their 4-oxa derivatives cyclized in 6-exo manner with extremely high 1,2-asymmetric...
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SubjectTerms Chemistry
Chemistry, Organic
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives
Organic chemistry
Physical Sciences
Preparations and properties
Science & Technology
Title Highly stereoselective 6-exo ring-closure of 5-substituted hept-6-enyl radicals
URI https://dx.doi.org/10.1016/S0040-4039(00)61419-3
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