Efficient Synthesis of Optically Active 2,3-Allenols via the Simple CuBr-Mediated Reaction of Optically Active Propargylic Alcohols with Paraformaldehyde

Shengming  Ma; Hairong  Hou; Shimin  Zhao; Guangwei  Wang

doi:10.1055/s-2002-33656

SHORTPAPER

Efficient Synthesis of Optically Active 2,3-Allenols via the Simple
CuBr-Mediated Reaction of Optically Active Propargylic Alcohols
with Paraformaldehyde

Shengming Ma*, Hairong Hou, Shimin Zhao, Guangwei Wang
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, P. R. China
Fax: +86(21)64166128; e-Mail: masm@pub.sioc.ac.cn;

Abstract

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Abstract

Enantiomerically enriched 2,3-allenols were prepared by the CuBr-mediated homologation of the relatively easily available optically active terminal propargylic alcohols with paraformaldehyde in the presence of diisopropylamine.

Key words

propargylic alcohols - 2,3-allenols - copper

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References

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