Synthesis of orthogonally protected optically pure β-amino acids:: Constrained phenylalanine analogs 3-tert-butoxycarbonylamino-1,2,3,4-tetrahydro-2-naphthoic acid benzyl ester

被引：12

作者：

Kawahata, NH ^{[1
]}

Goodman, M ^{[1
]}

机构：

[1] Univ Calif San Diego, Dept Chem & Biochem, La Jolla, CA 92093 USA

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 12期

关键词：

amino acids and derivatives; aziridines; samarium and compounds; X-ray crystal structures;

D O I：

10.1016/S0040-4039(99)00205-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of orthogonally protected beta-amino acid 3-tert-butoxycarbonylamino-1,2,3,4-tetrahydro-2-naphthoic acid benzyl ester (Boc-beta Atc-OBn) is described. The route to these constrained phenylalanine analogs features a SmI2-mediated aziridine cleavage resulting in a beta-amino ester. The stereochemistries have been determined by X-ray crystallographic analyses, (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

引用

页码：2271 / 2274

页数：4

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