NMR assignment of absolute configuration of a P-chiral diphosphine and mechanics of its stereoselective formation

被引:71
作者
Aw, BH
Selvaratnam, S
Leung, PH
Rees, NH
McFarlane, W
机构
[1] NATL UNIV SINGAPORE, DEPT CHEM, SINGAPORE 117548, SINGAPORE
[2] UNIV NEWCASTLE UPON TYNE, DEPT CHEM, NEWCASTLE UPON TYNE NE1 7RU, TYNE & WEAR, ENGLAND
基金
英国工程与自然科学研究理事会;
关键词
D O I
10.1016/0957-4166(96)00210-8
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Two-dimensional rotating-frame nuclear Overhauser enhancement (ROESY) NMR spectra are used to determine the absolute configuration of (+)-diphenyl-phosphine-2,3-dimethyl-7-phenyl-7-phosphabicyclo[2.2.1]hept-2-ene. This diphosphine ligand is obtained from the palladium complex-promoted Diels-Alder reaction between diphenylvinylphosphine and 1-phenyl-3,3-dimethylphosphole in the presence of (R)-dimethyl(1-(alpha-naphthyl)ethylamine as the chiral auxiliary. The origin of the stereoselectivity in this asymmetric reaction is also revealed by solution NMR studies. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:1753 / 1762
页数:10
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