Reactions of relevance to the chemistry of aminoglycoside antibiotics. Part 11. Preparation of olefins from vicinal diols

Anthony G. M. Barrett, D. H. R. BARTON, Roman Bielski

Journal of the Chemical Society Perkin Transactions 1 · 1979 · 53 citations · 0 references

Concepts

Abstract

Vicinal diols are converted in high yield into olefins by reaction of the derived bisdithiocarbonates with tri-n-butylstannane in toluene or benzene. The stereochemistry of reaction is consistent with a stepwise radical fragmentation.