Tetrahedron Letters p. 7029 - 7032 (1989)
Update date:2022-08-05
Topics:
McCombie
Shankar
Ganguly
α,α-Dianions, derived from arenesulfonylacetate esters of 2,3-epoxyalcohols, cyclised to give 3-arenesulfonyl-4-(1-hydroxyalkyl)-γ-butyrolactones. Dianion fragmentation to regenerate the epoxyalcohol was a competing, substrate-dependent process. Sulfonylactone (9) was elaborated efficiently to an advanced intermediate for the unusual aminoacid 'MeBMT' (5), and also to stereodefined cyclopropane derivatives.
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Doi:10.1016/S0008-6215(00)90741-9
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