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- W2090975829 abstract "For preparing tris(γ-lactone) 3 the mono(γ-lactone) 6 was synthesized from the dichlorodiol 12 (99.8% ee). Bisepoxide 9 – derived from dichlorodiol 12 (99.8% ee) – was ring-opened with the Gilman cuprate from 2-lithio-1,5-hexadiene and CuI giving almost exclusively the monoepoxide 21; in five more steps, γ-lactone 30 with the same stereotriad as the target molecule 6 but a different protecting group was obtained. Monoepoxide 33 – also derived from dichlorodiol 12 – was ring-opened with the same Gilman cuprate affording compound 35. It was transformed into the correctly protected γ-lactone 6 in seven steps, key reactions being the ozonolysis 35 → 36 and the diastereoselective reduction 36 → anti-37." @default.
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- W2090975829 date "1998-06-01" @default.
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- W2090975829 title "Synthesis of a Key Building Block for a Butyrolactone → 1,3-Diol Approach to the Polyol Part of Roflamycoin" @default.
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