Journal of the American Chemical Society

. alpha.-Substitution-spiroannulation of saturated ketones

BM Trost, MKT Mao

Index: Trost, Barry M.; Mao, Michael K.-T. Journal of the American Chemical Society, 1983 , vol. 105, # 22 p. 6753 - 6755

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Citation Number: 16

Abstract

&. II as 11, regardless of how unsymmetrical the bridge might be, were involved, ring expansion may accompany opening of the bridged ion to give stereochemical control. A protonated epoxide would be such a case. Indeed, treatment of 1 with tert-butyl hydroperoxide in the presence of a vanadium catalyst"[VO (a~ ac)~ or (Ph3Si0) 3V0]'2 in toluene at-10 OC to room temperature leads to a unique cyclobutanone 5, which has also ...

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