The Journal of Organic Chemistry

An improved synthesis of naphthoate precursors to olivin

WR Roush, M Murphy

Index: Roush, William R.; Murphy, Megan Journal of Organic Chemistry, 1992 , vol. 57, # 24 p. 6622 - 6629

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Citation Number: 27

Abstract

An improved synthesis of olivin synthetic intermediate 3 is described. The synthesis involves the Horner-Wadsworth-Emmons coupling of 14 and 16, the diastereoselective vinylcuprate addition to enone 20, and the condensation of isocoumarin 25 and methyl acetate. A parallel sequence starting from allyl ether 26 has provided naphthoate 35 that is suitably differentiated for glycosylation studies.

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