
Tetrahedron Letters p. 1027 - 1030 (1991)
Update date:2022-08-02
Topics:
Graham, Ronald J.
Weiler, Larry
15-Hexadecanolide can be alkylated with 80% stereoselectivity. The stereochemistry of the major product was proven by chemical correlation with the alkylation products of cyclopentadecanone. A simple model using [4444] conformation of cyclohexadecane is proposed to rationalize these results along with molecular mechanics calculations.
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