The Journal of Organic Chemistry

Synthesis of. delta.-lactones via radical carbon-carbon bond formation using chiral radical precursors

DB Gerth, B Giese

Index: Gerth, Dale B.; Giese, Bernd Journal of Organic Chemistry, 1986 ,  vol. 51,  # 19  p. 3726 - 3729

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Citation Number: 48

Abstract

Carbon-carbon bond formation reactions employing addition of radical 1 to alkenes 2 have been successfully applied in organic synthesis. l Alkylmercury hydrides and tri-n-butyltin hydride act as efficient traps which convert adduct radicals 3 to products 4 before polymerization can occur (Scheme I).* In the case of the tin method, radicals 5 propagate the chain by reaction with suitable educts 6 to form radicals 1. Halides, xanthanes, selenides, ...