Bulletin of the Chemical Society of Japan

Allylation of Aldehydes by Allyl-and Crotyltributyltin in the Presence of Catalytic Amounts of Bu2SnCl2 Complex.

K Yano, A Baba, H Matsuda

Index: Yano, Katsunori; Baba, Akio; Matsuda, Haruo Bulletin of the Chemical Society of Japan, 1992 , vol. 65, # 1 p. 66 - 70

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Citation Number: 24

Abstract

In nearly neutral media, the reaction of allylic tributyltin with aldehydes is effectively catalyzed by Bu 2 SnCl 2 complexes. The addition of coordinative reagents and benzoyl chloride as a quencher is required of the catalytic allylation, furnishing homoallyl benzoates in good to excellent yields, where a regioreversed coupling to conventional methods using crotyltributyltin is exclusively observed.