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Regioselective Reductive Coupling of Alkynes and Aldehydes Leading to Allylic Alcohols

Kazuhiko Takai,* Shuji Sakamoto and Takahiko Isshiki

*Department of Applied Chemistry, Faculty of Engineering, Okayama University, Tsushima, Okayama 700-8530, Japan, Email:

K. Takai, S. Sakamoto, T. Isshiki, Org. Lett., 2003, 5, 653-655.

DOI: 10.1021/ol0272996 (free Supporting Information)


Slow addition of a terminal alkyne and water to a mixture of an aldehyde, CrCl2, NiCl2 and a catalytic amount of triphenylphosphine in DMF at 25C generates a 1,2-disubstituted allylic alcohol regioselectively.

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Key Words

Alkynes, Coupling, Allylic Alcohols, Chromium Compounds

ID: J54-Y2003-370