Tetrahedron letters

Efficient mercury-free preparation of vinyl and isopropenyl ethers of chiral secondary alcohols and α-hydroxyesters

G Dujardin, S Rossignol, E Brown

Index: Dujardin, Gilles; Rossignol, Sandrine; Brown, Eric Tetrahedron Letters, 1995 , vol. 36, # 10 p. 1653 - 1656

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Citation Number: 37

Abstract

Mixed acetals 2a-h and 5a-d, readily deriving from the α-chiral alcohols 1a-h and ethyl vinyl ether or isopropenyl methyl ether, underwent selective elimination of primary alcohol upon treatment with triethylamine and trimethylsilyl trifluoromethanesulfonate, and thus afforded good to high yields of the chiral enol ethers 3a-h and 6a-d, respectively.