Bulletin of the Chemical Society of Japan

Reduction of acetals with TiCl4-LiAlH4.

H Ishikawa, T Mukaiyama

Index: Ishikawa,H.; Mukaiyama,T. Bulletin of the Chemical Society of Japan, 1978 , vol. 51, p. 2059 - 2063

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Citation Number: 22

Abstract

The reduction of dialkyl acetals derived from aromatic aldehydes and ketones with TiCl 4– LiAlH 4 in THF or diethyl ether at room temperature afforded the coupling products, pinacol ethers or olefins, in high yields. On the other hand, when acetals derived from aliphatic aldehydes and ketones were treated with TiCl 4–LiAlH 4 in diethyl ether, the reductive dealkoxylation took place and the corresponding ethers were isolated in good yields. As ...