Controlled oxidative addition of amino acid esters to Rh(I)

被引：11
作者：
Grotjahn, DB
Joubran, C
Combs, D
机构：
[1] San Diego State Univ, Dept Chem, San Diego, CA 92182 USA
[2] Arizona State Univ, Dept Chem & Biochem, Tempe, AZ 85287 USA
来源：
JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1999年 / 589卷 / 01期
关键词：
amino acids; C-O bond activation; oxidative addition; peptides; rhodium;
D O I：
10.1016/S0022-328X(99)00311-3
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The new sterically demanding phosphine 2-(di-o-tolylphosphino)phenol was prepared and used to create a series of esters with N-acylated amino acids. The phosphine-containing esters react within 30-60 min at room temperature with [(mu-Cl)Rh(cyclooctene)(2)](2) to give products of oxidative addition of the ester carbonyl-oxygen bond to the Rh center. The N-acyl carbonyl oxygen is bound to the Rh in these initial adducts, but is displaced upon addition of PMe3. Remarkably, both initial products and their PMe3 adducts are formed as single five-coordinate diastereomers in essentially quantitative yields. (C) 1999 Elsevier Science S.A. All rights reserved.
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收藏
页码：115 / 121
页数：7
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