Stereoselective synthesis of β-amino alcohols:: practical preparation of all four stereomers of N-PMB-protected sphingosine from L- and D-serine

被引：30

作者：

Chung, SK ^{[1
]}

Lee, JM ^{[1
]}

机构：

[1] Pohang Univ Sci & Technol, Dept Chem, Pohang 790784, South Korea

来源：

TETRAHEDRON-ASYMMETRY | 1999年 / 10卷 / 08期

关键词：

D O I：

10.1016/S0957-4166(99)00147-0

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Serine was efficiently converted to the N-p-methoxybenzyl (PMB) protected alpha'-amino enone derivative 6, which was reduced with Zn(BH4)(2) to the corresponding anti-beta-amino alcohol in >96% de. On the other hand, N-PMB-N-Boc-protected alpha'-amino enone derivative 8 was reduced by NaBH4 to syn-product with a diastereoselectivity of ca. 90%. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：1441 / 1444

页数：4

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