117470-88-9Relevant academic research and scientific papers
Efficient synthesis of chiral α,β-epoxyesters via a cyclic sulfate intermediate
He, Linli,Byun, Hoe-Sup,Bittman, Robert
, p. 2071 - 2074 (2007/10/03)
An efficient synthesis of chiral α,β-epoxyester 1 from chiral 2,3- dihydroxyester 2 has been developed. Ester 2 is converted to the corresponding cyclic surfate 3, which is opened with either LiBr in THF or Bu4NBr in acetone at rt to furnish 2-bromo-3-hydroxyester 4. Treatment of 4 with K2CO3 in methanol at low temperature gives α,β-epoxyester 1 in excellent overall yield and in the same ee as in the starting diol.
