Synthesis 2002(12): 1643-1645
DOI: 10.1055/s-2002-33656
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

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;
Further Information

Publication History

Received 16 April 2002
Publication Date:
05 September 2002 (online)

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.