Tetrahedron Letters

Indium mediated allylation and propargylation reactions of dimethyl acetals and ketals

JS Kwon, AN Pae, KI Choi, HY Koh, Y Kim, YS Cho

Index: Kwon, Jin Sun; Pae, Ae Nim; Choi, Kyung Il; Koh, Hun Yeong; Kim, Youseung; Cho, Yong Seo Tetrahedron Letters, 2001 , vol. 42, # 10 p. 1957 - 1959

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Citation Number: 44

Abstract

Indium mediated allylation and propargylation reactions of acetals and ketals with various allyl or propargyl bromides in aqueous media successfully provided the corresponding homoallylic or homopropargylic (and allenylic) alcohol, respectively, in moderate to good yields. Highly chemoselective allylation is also described. The ketal and aryl acetal could be selectively allylated over the aliphatic one in 80–84% yields.

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