Allylic alcohols as radical allylating agents. An overall olefination of aldehydes and ketones

Nicolas Charrier; Béatrice Quiclet-Sire; Samir Z. Zard

doi:10.1021/ja802899m

Allylic alcohols as radical allylating agents. An overall olefination of aldehydes and ketones

Nicolas Charrier
, Béatrice Quiclet-Sire
, Samir Z. Zard

Laboratoire de Synthèse Organique

Research output: Contribution to journal › Article › peer-review

41 Citations (Scopus)

Abstract

2-Fluoropyridyl derivatives of allylic alcohols react with xanthates in the presence of lauroyl peroxide to give alkenes, often with high stereoselectivity. If the allylic alcohols are themselves derived from aldehydes or ketones, the overall process becomes a synthetic equivalent of the classical Wittig and related olefination reactions.

Original language	English
Pages (from-to)	8898-8899
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	130
Issue number	28
DOIs	https://doi.org/10.1021/ja802899m
Publication status	Published - 16 Jul 2008
Externally published	Yes

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title = "Allylic alcohols as radical allylating agents. An overall olefination of aldehydes and ketones",

abstract = "2-Fluoropyridyl derivatives of allylic alcohols react with xanthates in the presence of lauroyl peroxide to give alkenes, often with high stereoselectivity. If the allylic alcohols are themselves derived from aldehydes or ketones, the overall process becomes a synthetic equivalent of the classical Wittig and related olefination reactions.",

author = "Nicolas Charrier and B{\'e}atrice Quiclet-Sire and Zard, \{Samir Z.\}",

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journal = "Journal of the American Chemical Society",

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T1 - Allylic alcohols as radical allylating agents. An overall olefination of aldehydes and ketones

AU - Charrier, Nicolas

AU - Quiclet-Sire, Béatrice

AU - Zard, Samir Z.

PY - 2008/7/16

Y1 - 2008/7/16

N2 - 2-Fluoropyridyl derivatives of allylic alcohols react with xanthates in the presence of lauroyl peroxide to give alkenes, often with high stereoselectivity. If the allylic alcohols are themselves derived from aldehydes or ketones, the overall process becomes a synthetic equivalent of the classical Wittig and related olefination reactions.

AB - 2-Fluoropyridyl derivatives of allylic alcohols react with xanthates in the presence of lauroyl peroxide to give alkenes, often with high stereoselectivity. If the allylic alcohols are themselves derived from aldehydes or ketones, the overall process becomes a synthetic equivalent of the classical Wittig and related olefination reactions.

U2 - 10.1021/ja802899m

DO - 10.1021/ja802899m

M3 - Article

AN - SCOPUS:47349130559

SN - 0002-7863

VL - 130

SP - 8898

EP - 8899

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 28

ER -

Allylic alcohols as radical allylating agents. An overall olefination of aldehydes and ketones

Abstract

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