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Org Lett. 2014 Jan 17;16(2):374-7. doi: 10.1021/ol4032123. Epub 2013 Dec 30.

Asymmetric reduction of diynones and the total synthesis of (S)-panaxjapyne A.

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  • 1Department of Chemistry, The University of Warwick , Coventry, CV4 7AL, U.K.

Abstract

The asymmetric transfer hydrogenation of a series of diynones has been achieved in high conversion and enantiomeric induction. When R(1) is a phenyl group, a competing alkyne reduction takes place; however, when R(1) is an alkyl group, this side-reaction is not observed. The application of the reduction to the total synthesis of the natural product (S)-panaxjapyne A in high enantiomeric excess is described.

PMID:
24377788
[PubMed - indexed for MEDLINE]
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