CHEMISTRY OF ALPHA-AMINONITRILES - AZIRIDINE-2-CARBONITRILE - PHOTOCHEMICAL FORMATION FROM 2-AMINOPROPENENITRILE

被引:48
作者
DRENKARD, S [1 ]
FERRIS, J [1 ]
ESCHENMOSER, A [1 ]
机构
[1] SWISS FED INST TECHNOL,ORGAN CHEM LAB,UNIV STR 16,CH-8092 ZURICH,SWITZERLAND
关键词
D O I
10.1002/hlca.19900730524
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The English Footnotes (*) referring to Schemes 1‐6 are intended to provide an extension of this summary. In the Footnote (*) to Scheme 5, a definition of the term ‘chirogenic reaction step’ is given. 2‐Aminopropenenitrile in solvents such as MeCN, MeOH, or H2O is photoisomerized by UV light to racemic aziridine‐2‐carbonitrile (rac‐2); the larger part of the starting material, however, fragments to HCN and MeCN. The observed photocyclization constitutes a structural connection within an ensemble of C3H4N2 compounds considered to be potentially relevant to prebiotic chemistry. Copyright © 1990 Verlag GmbH & Co. KGaA, Weinheim
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页码:1373 / 1390
页数:18
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