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A highly regioselective reaction of allylic acetates with silylated carbon nucleophiles directed by a sulfenyl group

✍ Scribed by Kazuaki Kudo; Kazuhiko Saigo; Yukihiko Hashimoto; Hitoshi Houchigai; Masaki Hasegawa

Book ID: 104225146
Publisher: Elsevier Science
Year: 1991
Tongue: French
Weight: 158 KB
Volume: 32
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)92157-9

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✦ Synopsis

cx-Sulfenylmethyl)allyl acetates reacted with silylated carbon nucleophiles in the presence of a catalytic amount of a Lewis acid to give mainly a&ducts at the sulfenylmethyl group in moderate to good yields with high regioselectivity. The reaction may proceed via episulfonium ion intermediates.

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