European Journal of Organic Chemistry

One??Flask Tethered Ring Closing Metathesis–Electrocyclic Ring Opening for the Highly Stereoselective Synthesis of Conjugated Z/E??Dienes

B Schmidt, O Kunz

Index: Schmidt, Bernd; Kunz, Oliver European Journal of Organic Chemistry, 2012 , # 5 p. 1008 - 1018

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Citation Number: 2

Abstract

Abstract A one-flask reaction sequence comprising ring closing metathesis (RCM) of butenoates derived from allylic alcohols and a base-mediated ring opening gives 2Z, 4E- configured dienoic acids in high yields and stereoselectivities. Application of the method to the synthesis of the natural product fusanolide A suggests that the originally published structure was erroneously assigned and should be revised.