Rate constants for 1,n-hydrogen transfer reactions in some amino acid derived radicals

被引：7
|
作者：
Zeng, Le
Kaouli, Talbi
Schiesser, Carl H. [1 ]
机构：
[1] Univ Melbourne, Sch Chem, Melbourne, Vic 3010, Australia
[2] Univ Melbourne, Bio21 Mol Sci & Biotechnol Inst, Melbourne, Vic 3010, Australia
来源：
TETRAHEDRON LETTERS | 2006年 / 47卷 / 45期
基金：
澳大利亚研究理事会;
关键词：
D O I：
10.1016/j.tetlet.2006.09.010
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Absolute rate constants for l,n-hydrogen atom transfers in some substituted amino acid derived radicals have been determined in benzene through the use of competitive kinetic experiments. Radicals derived from methyl N-(2-iodobenzoyl)-N-(tertbutyloxycarbonyl)glycinate, -alaninate, -leucinate, -tert-leucinate and -phenylglycinate undergo intramolecular 1,5-hydrogen atom transfer to afford the corresponding alpha-amino acid ester radicals with rate constants in the range: 1.0-4.3 x 10(7) s(-1) at 80 degrees C. Where abstractable hydrogen atoms exist in the amino acid side-chain, 1,6- and 1,7-translocations are competitive processes. (c) 2006 Elsevier Ltd. All rights reserved.
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页码：7911 / 7914
页数：4
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