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: masm
mail.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.
see article for more examples
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
