DETERMINATION OF THE NITROGEN CONFIGURATION IN EPHEDRINE N-BORANES AND A STUDY OF THEIR ASSISTED STEREOSPECIFIC DEUTERATION OF NH

被引：17

作者：

TLAHUEXT, H ^{[1
]}

SANTIESTEBAN, F ^{[1
]}

GARCIABAEZ, E ^{[1
]}

CONTRERAS, R ^{[1
]}

机构：

[1] INST POLITECN NACL,CTR INVEST & ESTUDIOS AVANZADOS,DEPT QUIM,MEXICO CITY 07000,DF,MEXICO

来源：

TETRAHEDRON-ASYMMETRY | 1994年 / 5卷 / 08期

关键词：

D O I：

10.1016/0957-4166(94)80128-2

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Ephedrine, pseudoephedrine and pseudoephedrine-methyl-ether react stereoselectively with BH3.DMS to give N-->BH3 adducts, which are N-epimers of stable configuration. The nitrogen configuration was established from NMR data. Assisted stereospecific deuteration of OH was demonstrated by comparison with the behaviour of pseudoephedrine-methyl-ether N-BH3 adducts. The analysis of the preferred conformers gave us an explanation of the observed stereochemistry.

引用

页码：1579 / 1588

页数：10

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