Tetrahedron letters

Asymmetric total synthesis of antileukemic sesquiterpene (+)-ivalin

K Tomioka, F Masumi, T Yamashita, K Koga

Index: Tomioka; Masumi; Yamashita; Koga Tetrahedron Letters, 1984 , vol. 25, # 3 p. 333 - 336

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Citation Number: 20

Abstract

Abstract The one-pot double alkylation reaction of a chiral α, β-unsaturated imine (6) with isopropenyl Grignard reagent followed by methyl iodide has been shown to proceed highly asymmetrically. Subsequent stereoselective transformation of the derived adduct (10) has culminated in a first asymmetric total synthesis of the optically pure eudesmane sesquiterpene (+)-ivalin (1).

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