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  • New entry of coupling reaction of phenacylamine derivatives with silylstannane.

New entry of coupling reaction of phenacylamine derivatives with silylstannane.

Chemical & pharmaceutical bulletin (2002-03-26)
Yasumasa Iwai, Kumiko Kita, Yoko Matsushita, Aiko Yamauchi, Masaru Kihara
ABSTRACT

The new coupling reaction of phenacylamines with silylstannane and lithium diisopropylamide (LDA) is reported. The treatment of a phenacylamine iodide 1 with (trimethylsilyl)tributylstannane (Me3SiSnBu3) and cesium fluoride (CsF) gave a dimerization product 2 having no iodine atom. Reaction of 1 with LDA afforded a dimerization product 3 with an iodine atom. The products 2 and 3 were separated to the meso and racemic isomers, respectively.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
2-Aminoacetophenone hydrochloride, 99%