Rhodium-Catalyzed Asymmetric [2 + 2 + 2] Cycloaddition of 1,6-Enynes with Cyclopropylideneacetamides

It has been established that a cationic rhodium­(I)/H8–BINAP complex catalyzes the asymmetric [2 + 2 + 2] cycloaddition of 1,6-enynes with cyclopropylideneacetamides to produce spirocyclohexenes in excellent enantioselectivity with retaining cyclopropane rings.

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Bibliographic Details
Published inOrganic letters Vol. 18; no. 3; pp. 388 - 391
Main Authors Yoshizaki, Soichi, Nakamura, Yu, Masutomi, Koji, Yoshida, Tomoka, Noguchi, Keiichi, Shibata, Yu, Tanaka, Ken
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 05.02.2016
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ALKENES
4+2 CARBOCYCLIZATION
ETHYL CYCLOPROPYLIDENEACETATE
3+2+2 COCYCLIZATION
COMPLEXES
REGIO
2 DIFFERENT ALKYNES
CYCLOTRIMERIZATION
DIRECT INTERMOLECULAR HYDROACYLATION
ENANTIOSELECTIVE CONSTRUCTION
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Summary:It has been established that a cationic rhodium­(I)/H8–BINAP complex catalyzes the asymmetric [2 + 2 + 2] cycloaddition of 1,6-enynes with cyclopropylideneacetamides to produce spirocyclohexenes in excellent enantioselectivity with retaining cyclopropane rings.
Bibliography:KAKEN
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.5b03387