Tetrahedron

Enantioselective synthesis of threo-α, β-dihydroxyphosphonates by asymmetric dihydroxylation of 1 (E)-alkenylphosphonates with AD-mix reagents

T Yokomatsu, T Yamagishi, K Suemune, Y Yoshida…

文献索引：Yokomatsu, Tsutomu; Yamagishi, Takehiro; Suemune, Kenji; Yoshida, Yoshinori; Shibuya, Shiroshi Tetrahedron, 1998 , vol. 54, # 5-6 p. 767 - 780

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被引用次数: 44

摘要

Asymmetric dihydroxylation (AD) of 1 (E)-alkenylphosphonates with an AD-mix-α or-β reagent was examined to give a series of optically active threo-α, β-dihydroxyphosphonates. Good enantioselectivity (> 88% ee) was observed in the AD reaction of 1 (E)- alkenylphosphonates with conjugated aromatic substituents. The steric effects of the ester functionality in the course of the dihydroxylation were also evaluated. Enantioselectivity ...