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Palladium-catalyzed reduction of propargylic acetates with SmI2. A mild and convenient method for the preparation of allenes

✍ Scribed by Takanori Tabuchi; Junji Inanaga; Masaru Yamaguchi

Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
230 KB
Volume
27
Category
Article
ISSN
0040-4039

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✦ Synopsis

A highly regioselective reduction of propargylic acetates has been attained by using SmI2 and catalytic Pd(O) in the presence of 2,4-dimethyl-3-pentanol affording various types of allenes in high yields. Allenes not only constitute an important class of natural products but also serve as useful intermediates in organic synthesis. 2a-c) Although numerous methods have been known for the synthesis of allenes, reduction of propargylic halides, ethers, or esters with the 3) 4) conventional reducing agents such as LiAlH4,

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