Coenzyme-inspired chemistry 2: 4,5-dihydroimidazolium ylides (NHCs) and the reactions of 2-(1-hydroxyalkyl)-4,5-dihydroimidazoles

被引：1
|
作者：
Jones, Raymond C. F. [1 ]
Nichols, John R. [2 ]
机构：
[1] Univ Loughborough, Dept Chem, Loughborough LE11 3TU, Leics, England
[2] Univ Nottingham, Dept Chem, Nottingham NG7 2RD, England
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2013年 / 11卷 / 35期
基金：
英国工程与自然科学研究理事会;
关键词：
THIAMINE ACTION; THIAZOLIUM; ANNULATION; MECHANISM; MODELS;
D O I：
10.1039/c3ob40884a
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Ketones are prepared from aldehydes via 1-benzyl-2-(1-hydroxyalkyl)-4,5-dihydroimidazoles (adducts of the aldehydes with 1-benzyl-2-lithio-4,5-dihydroimidazoles) whereas 1-benzyl-2-(1-oxoalkyl)-4,5-dihydroimidazoles are shown to act as acyl transfer reagents via C-C bond cleavage. 4,5-Dihydroimidazolium ylides (NHCs) are intermediates in both processes, which constitute thiamine-inspired C-C bond formation and cleavage protocols.
引用
收藏
页码：5926 / 5935
页数：10
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