Issue 6, 1991

Synthesis of necine bases from homoproline derivatives

Abstract

The α-ally homoproline ester 8, obtained by Claisen rearrangement of the allyl ester 7 or direct C-allylation of the homoproline methyl ester 9 has been converted into (–)-trachelanthamidine 4a and (–)-isoretronecanol 4b while allylation of the enolate derived from the lactone 13a followed by related transformations leads stereospecifically to turneforcidine 12.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1991, 1615-1616

Synthesis of necine bases from homoproline derivatives

D. W. Knight, A. C. Shares and P. T. Gallagher, J. Chem. Soc., Perkin Trans. 1, 1991, 1615 DOI: 10.1039/P19910001615

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