Journal of the American Chemical Society

New synthetic reagents. 2-Methoxy-3-phenylthiobuta-1, 3-diene. A novel annelating agent

BM Trost, AJ Bridges

Index: Trost,B.M.; Bridges,A.J. Journal of the American Chemical Society, 1976 , vol. 98, # 16 p. 5017 - 5019

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Citation Number: 50

Abstract

Syn hydr~ boration~ of 4-2 leads to the erythro y-chloroborane (5). Similarly 4-E gives the threo diastereomer. Presumably cyclization involves coordination of the base with the boron atom to form an ate complex which undergoes 1, 3-eliminati~ n.~-~ The present results show that this proceeds with inversion of configuration of the carbon-boron center.