Tetrahedron: Asymmetry

Diastereoselective amidoallylation of glyoxylic acid with chiral tert-butanesulfinamide and allylboronic acid pinacol esters: efficient synthesis of optically active γ, δ- …

S Sugiyama, S Imai, K Ishii

文献索引：Sugiyama, Shigeo; Imai, Saori; Ishii, Keitaro Tetrahedron Asymmetry, 2013 , vol. 24, # 18 p. 1069 - 1074

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被引用次数: 3

摘要

Abstract A convenient synthesis of δ, γ-unsaturated amino acids has been developed. After a mixture of (R)-tert-butanesulfinamide and glyoxylic acid with molecular sieves in CH 2 Cl 2 was stirred for 42 h at room temperature, allylboronic acid pinacol ester was added to the mixture to give (R)-2-((R)-tert-butanesulfinamido) pent-4-enoic acid with high diastereoselectivity. The corresponding reaction of (Z)-crotylboronic acid pinacol ester ...