PHOSPHONIC SYSTEMS .14. REACTIONS OF CYCLOHEXENYLPHOSPHONATES WITH ALDEHYDES

被引：5

作者：

GERBER, JP ^{[1
]}

MODRO, TA ^{[1
]}

机构：

[1] UNIV PRETORIA,DEPT CHEM,CTR HETEROATOM CHEM,PRETORIA 0002,SOUTH AFRICA

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 1994年 / 88卷 / 1-4期

关键词：

CYCLOHEXENYLPHOSPHONIC ESTERS; ALLYLIC PHOSPHONATE CARBANIONS; ALDEHYDE ADDITION; REGIOSELECTIVITY; DIASTEREOISOMERS;

D O I：

10.1080/10426509408036910

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Addition of aldehydes to cyclohexenylphosphonate carbanions could be effected under very mild conditions and generally gave alpha-addition products. In almost all cases studied, a mixture of diastereoisomers was obtained. As with alkylation,(1) the addition reactions were governed by steric effect's.

引用

页码：99 / 111

页数：13

共 11 条

[1] SOLVATION AND METAL-ION EFFECTS ON STRUCTURE AND REACTIVITY OF PHOSPHORYL COMPOUNDS .1. BETA-SUBSTITUTED ALKYLPHOSPHONIC ESTERS [J].

BELCIUG, MP ;

MODRO, AM ;

MODRO, TA ;

WESSELS, PL .

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 1992, 5 (12) :787-794

[2]

Cadogan J.I.G., 1979, ORGANOPHOSPHORUS REA, P155

[3] PHOSPHONIC SYSTEMS .5. PROTOTROPIC EQUILIBRIA OF DIETHYL ALKENYLPHOSPHONATES [J].

GERBER, JP ;

MODRO, TA ;

WAGENER, CCP ;

ZWIERZAK, A .

HETEROATOM CHEMISTRY, 1991, 2 (06) :643-649

[4]

GERBER JP, IN PRESS PHOSPHORUS

[5] PHOSPHONIC SYSTEMS .9. SOLUTION AND SOLID-STATE STRUCTURE OF R,R (S,S) STEREOISOMERS OF THE ADDUCTS OF DIETHYL(1-CYCLOHEXENYL)METHYLPHOSPHONATE AND ALDEHYDES [J].

GERBER, KP ;

ROOS, HM ;

MODRO, TA .

JOURNAL OF MOLECULAR STRUCTURE, 1993, 296 (1-2) :85-93

[6] CHEMISTRY OF DIALKYL ALKENYLPHOSPHONATES - SYNTHETIC IMPLICATIONS [J].

GERBER, KP ;

MODRO, TA ;

MULLER, EL ;

PHILLIPS, AM .

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1993, 75 (1-4) :19-22

[7]

HUDSON RF, 1965, STRUCTURE MECHANISM, P56

[8]

ISAACS NS, 1987, PHYSICAL ORGANIC CHE, P298

[9]

MULLER EL, 1993, B SOC CHIM FR, P668

[10] HARD AND SOFT ACIDS AND BASES [J].

PEARSON, RG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (22) :3533-&

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