Studies related to the total synthesis of the sesquiterpene core of the pyrrolobenzoxazine natural products CJ-12662 and CJ-12663

…, M De Paolis, AJF Edmunds, P Maienfisch, L Ghosez

Index: Commandeur, Malgorzata; Commandeur, Claude; Paolis, Michael De; Edmunds, Andrew J.F.; Maienfisch, Peter; Ghosez, Leon Tetrahedron Letters, 2009 , vol. 50, # 26 p. 3359 - 3362

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Citation Number: 12

Abstract

A highly effective procedure is reported to synthesize a substituted bicyclo [4.2. 0] octenol derivative by regioselective cycloaddition of phenyl-1-propynyl sulfide with cyclohexenone followed by selective reduction of the ketone group and reductive elimination of phenylsulfonyl group. The strained cyclobutene ring was then engaged in a ring- opening/cross metathesis sequence in the presence of Hoveyda–Grubbs 2nd generation ...

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