Tetrahedron letters

Enantiodivergent syntheses of γ-substituted butenolides with tertiary and quaternary asymmetric centers

K Suzuki, K Inomata

Index: Suzuki, Katsufumi; Inomata, Kohei Tetrahedron Letters, 2003 , vol. 44, # 4 p. 745 - 749

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Citation Number: 13

Abstract

Continuous nucleophilic addition with several organometallic reagents to tricyclic lactone (−)- 1 proceeded diastereoselectively. Newly generated tertiary and quaternary asymmetric centers were controlled by the order in which the nucleophilic reagents were added. Using this methodology, enantiodivergent syntheses of several γ-substituted butenolides with tertiary and quaternary asymmetric centers were established from a single chiral material.

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