Reaction of N-trimethylsilyl derivatives of amides and lactams with chloro (chloromethyl) dimethylstannane: Crystal and molecular structure of 1-( …

…, SV Pestunovich, LI Belousova, EF Belogolova…

Index: Bylikin, Sergey Yu.; Shipov, Aleksandr G.; Negrebetsky, Vadim V.; Baukov, Yuri I.; Ovchinnikov, Yuri E.; Pogozhikh, Sergei A.; Pestunovich, Sergei V.; Belousova, Lyudmila I.; Belogolova, Elena F.; Sidorkin, Valery F.; Voronkov, Mikhail G.; Pestunovich, Vadim A.; Kalikhman, Inna; Kost, Daniel Journal of Organometallic Chemistry, 2006 , vol. 691, # 4 p. 779 - 786

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Citation Number: 10

Abstract

A general scheme of reactions between chloro (chloromethyl) dimethylstannane and N- trimethylsilylamides and-lactams was established by NMR and IR techniques. The reactions proceed via transmetallation followed by transformation of the N-stannylated intermediate (1) into (N–Sn)-coordinated O-stannylmethyl (2) and (O–Sn)-coordinated N-stannylmethyl (3) derivatives. In the cases of 2-piperidone and 2-hexahydroazepinone these products ...