Diastereoselective Zinc-Catalyzed Conjugate Addition of Alkynes

The conjugate addition of in situ generated zinc alkynylides is reported. The use of chiral, ephedrine derived acceptors provides access to enantiomerically enriched β-alkynyl acids in good yields.

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Bibliographic Details
Published inOrganic letters Vol. 6; no. 13; pp. 2281 - 2283
Main Authors Knöpfel, Thomas F, Boyall, Dean, Carreira, Erick M
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 24.06.2004
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
PROPARGYLIC N-HYDROXYLAMINES
MELDRUMS ACID
ACETYLENES
ALPHA,BETA-ENONES
ASYMMETRIC-SYNTHESIS
DIELS-ALDER REACTIONS
ALPHA,BETA-UNSATURATED KETONES
TERMINAL ALKYNES
ALDEHYDES
IN-SITU GENERATION
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Summary:The conjugate addition of in situ generated zinc alkynylides is reported. The use of chiral, ephedrine derived acceptors provides access to enantiomerically enriched β-alkynyl acids in good yields.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol0491585