Use of Cyclopropanols as Conformational Constraints in RCM

Sequential application of the Kulinkovich cyclopropanation of carboxylic esters and RCM of the resulting cis-dialkenyl-tethered cyclopropanols provides an expedient route to functionalized medium-sized carbocycles. Subsequent elaboration of the cyclopropanol functionality, such as one-carbon ring ex...

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Bibliographic Details
Published inOrganic letters Vol. 8; no. 13; pp. 2671 - 2673
Main Authors Lysenko, Ivan L, Lee, Hyung Goo, Cha, Jin Kun
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 22.06.2006
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ORGANIC-SYNTHESIS
CROSS-METATHESIS
RING-CLOSING METATHESIS
ETHYLMAGNESIUM BROMIDE
REACTIVITY
CARBOXYLIC ESTERS
OLEFIN-METATHESIS
DOMINO METATHESIS
DERIVATIVES
SELECTIVITY
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Summary:Sequential application of the Kulinkovich cyclopropanation of carboxylic esters and RCM of the resulting cis-dialkenyl-tethered cyclopropanols provides an expedient route to functionalized medium-sized carbocycles. Subsequent elaboration of the cyclopropanol functionality, such as one-carbon ring expansion, to afford synthetically useful α,β-enones is also worth noting.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol0605631