On the stabilization of the syn-rotamer of amino acid carbamate derivatives by hydrogen bonding

被引：67

作者：

MarcoviciMizrahi, D ^{[1
]}

Gottlieb, HE ^{[1
]}

Marks, V ^{[1
]}

Nudelman, A ^{[1
]}

机构：

[1] BAR ILAN UNIV,DEPT CHEM,IL-52900 RAMAT GAN,ISRAEL

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1996年 / 61卷 / 24期

关键词：

D O I：

10.1021/jo961446u

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The syn-rotamers of carbamate derivatives of alpha-amino acids are shown to be stabilized by the formation of H-bond complexes with carboxylic acid moieties in solution. This effect is, as expected, concentration and temperature dependent. Thermodynamic parameters (both Delta G degrees and Delta G double dagger) for N-Boc-alanine were determined by NMR in the +/-60 degrees C range.

引用

页码：8402 / 8406

页数：5

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