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, Email: masmmail.sioc.ac.cn
S. Ma, H. Hou, S. Zhao, G. Wang, Synthesis, 2002, 1643-1645.
DOI: 10.1055/s-2002-33656
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.
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An Efficient Synthesis of Terminal Allenes from Terminal 1-Alkynes
J. Kuang, S. Ma, J. Org. Chem., 2009, 74, 1763-1765.
Key Words
propargylic alcohols, 2,3-allenols, allenes, copper
ID: J66-Y2002-1610