. beta.-Trichlorostannyl ketones and aldehydes. Preparation and facile amine-induced dehydrostannation leading to. alpha.-methylene ketones and aldehydes

H Nakahira, I Ryu, M Ikebe, Y Oku…

Index: Nakahira, Hiroyuki; Ryu, Ilhyong; Ikebe, Masanobu; Oku, Yoshiaki; Ogawa, Akiya; et al. Journal of Organic Chemistry, 1992 , vol. 57, # 1 p. 17 - 28

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Citation Number: 51

Abstract

Ring-opening reactions of siloxycyclopropanes 1 with SnC4 take place under mild reaction conditions and site-selectively to give j3-trichlorostannyl ketones and aldehydes 3 in high yields. The j3-trichlorostannyl ketones and aldehydes thus obtained readily undergo base- induced dehydrotrichlorostannation at room temperature to give the corresponding a- methylene ketones and aldehydes 4. The reactions are quite general for amines, such as ...