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Communication | Special issue | Vol 25, No. 1, 1987, pp.97-104
Published online, 1st January, 1970
DOI: 10.3987/S-1987-01-0097
A New, Efficient Synthesis of the Left Half of Narasin

Joseph A. Tino, Michael D. Lewis, and Yoshito Kishi

*Department of Chemistry, Harvard University, 12 Oxford Street, Cambridge, Massachysetts 02138, U.S.A.

Abstract

The coupling of the acetates 15a,b or 17a,b with the enol silyl ether 19 in the presence of ZnC12 was shown to yield exclusively the desired C.7 axial products. The stereoselectivity at the C.8 position was about 3.5:1 favoring the natural configuration.