SUBSTITUTED GAMMA-LACTONES WITH VICINAL HYDROGEN-ATOMS - CONFORMATIONAL STUDY BY MM2 CALCULATIONS AND COUPLING-CONSTANT ANALYSIS

被引：34

作者：

JAIME, C

SEGURA, C

DINARES, I

FONT, J

机构：

[1] Departament de Química, Facultat de Ciències, Universitat Autònoma de Barcelona, 08193 Bellaterra, Barcelona

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 01期

关键词：

D O I：

10.1021/jo00053a029

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The conformational analysis of substituted gamma-lactones with vicinal hydrogen atoms is carried out by the MM2/3JHH tandem. The agreement between experimentally available and calculated data is globally correct (rms = 1.16 Hz). A general preference for a hydroxyl group to occupy the equatorial position if it is on C-2 or the axial position if it is on C-3 or C-4 is observed as a consequence of the presence of H bond or of the gauche effect, respectively.

引用

页码：154 / 158

页数：5

共 34 条

[1] STEREOSPECIFIC SYNTHESIS OF NATURAL (+) BLASTMYCINONE AND ITS 3 (2R)-DIASTEREOMERS [J].