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Recent advances in the catalytic asymmetric alkylation of stabilized phosphorous ylides

Abstract

The Wittig reaction is a reliable method for synthesizing alkenes from phosphorous ylides (P-ylides) and carbonyls, and is thus widely applied in medicine and pharmaceutical productions. Among them, asymmetric Wittig reactions using chiral P-ylides are believed to be a conventional pathway towards chiral alkenes. Obviously, the key of this transformation is the efficient construction of chiral P-ylides. Over the past decade, the coupling of the in situ generated chiral P-ylides through the catalytic asymmetric alkylation of easily available P-ylides and the subsequent Wittig reaction with carbonyls has already been achieved, allowing the efficient and selective synthesis of versatile chiral alkenes. This review highlights these impressive advances according to the catalysis type, and the general mechanisms and stereochemical inductions are briefly discussed as well. We hope this article will be a useful reference and inspiration for those who are exploring new methods and new applications of chiral P-ylides.

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Publication details

The article was received on 12 Apr 2019, accepted on 13 May 2019 and first published on 17 May 2019


Article type: Feature Article
DOI: 10.1039/C9CC02831E
Chem. Commun., 2019, Accepted Manuscript

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    Recent advances in the catalytic asymmetric alkylation of stabilized phosphorous ylides

    L. Lu, K. Zhang and W. Xiao, Chem. Commun., 2019, Accepted Manuscript , DOI: 10.1039/C9CC02831E

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