An improved synthesis of optically pure 4-boc-5,6-diphenylmorpholin-2-one and 4-cbz-5,6-diphenylmorpholin-2-one

被引：14

作者：

Dastlik, KA ^{[1
]}

Sundermeier, U ^{[1
]}

Johns, DM ^{[1
]}

Chen, Y ^{[1
]}

Williams, RM ^{[1
]}

机构：

[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

来源：

SYNLETT | 2005年 / 04期

关键词：

amino acids; asymmetric synthesis; lactones; 2-amino-1,2-diphenylethanol; ring-closure;

D O I：

10.1055/s-2005-863740

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient synthesis of optically pure 4-Boe-5,6-diphenylmorpholin-2-one and 4-Cbz-5,6-diphenylmorpholin-2-one by reaction of (+)- or (-)-2-amino-1,2-diphenylethanol with ethyl bromoacetate, followed by N-protection, and p-TsOH-mediated ring-closure is described. The title compounds can be used as synthons for the asymmetric synthesis of N-protected alpha-amino acids. These lactones are quite stable to storage and handling.

引用

页码：693 / 696

页数：4

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