The stereospecific addition of hydroxylamines to α,β-unsaturated sulfones, nitriles and nitro compounds

被引:16
作者
O'Neil, IA
Cleator, E
Southern, JM
Bickley, JF
Tapolczay, DJ
机构
[1] Univ Liverpool, Dept Chem, Liverpool L69 7ZD, Merseyside, England
[2] Millennium Pharmaceut, Merryfield Ctr, Cambridge CB1 3LQ, 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/S0040-4039(01)01746-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Alkyl hydroxylamines have been shown to undergo a highly stereospecific cis addition to alpha,beta -unsaturated sulfones, nitriles and nitro compounds. (C) 2001 Published by Elsevier Science Ltd.
引用
收藏
页码:8251 / 8254
页数:4
相关论文
共 50 条
[11]   ALPHA ADDITION OF HYDROXYLAMINES TO ISOCYANIDE COMPOUNDS [J].
ZINNER, G ;
HEUER, W ;
MODERHAC.D .
CHEMIKER-ZEITUNG, 1974, 98 (03) :159-159
[12]   Addition of secondary amines to α,β-unsaturated carbonyl compounds and nitriles by using microstructured reactors [J].
Loewe, H. ;
Hessel, V. ;
Loeb, P. ;
Hubbard, S. .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2006, 10 (06) :1144-1152
[13]   Addition of organotin anions to α,β-unsaturated nitriles [J].
Lassalle, V ;
Lockhart, MT ;
Chopa, AB .
MOLECULES, 2000, 5 (03) :391-392
[14]   Addition, elimination, exchange, and epimerization in nitro sulfones [J].
Kingsbury, Charles A. ;
Weinhold, Jon ;
Winter, Jeremy .
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2007, 20 (03) :161-166
[15]   THE STRUCTURE OF LITHIUM COMPOUNDS OF SULFONES, SULFOXIMIDES, SULFOXIDES, THIOETHERS AND 1,3-DITHIANES, NITRILES, NITRO-COMPOUNDS AND HYDRAZONES [J].
BOCHE, G .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1989, 28 (03) :277-297
[16]   DIRECT TRANSFORMATION OF PRIMARY NITRO-COMPOUNDS INTO NITRILES - NEW SYNTHESES OF ALPHA,BETA-UNSATURATED NITRILES AND CYANOHYDRIN ACETATES [J].
WEHRLI, PA ;
SCHAER, B .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (24) :3956-3958
[17]   KINETICS OF BROMINE ADDITION TO SOME UNSATURATED SULFONES [J].
BALIAH, V ;
SHANMUGANATHAN, S .
JOURNAL OF PHYSICAL CHEMISTRY, 1959, 63 (12) :2016-2018
[18]   Enantioselective Conjugate Addition of Nitro Compounds to α,β-Unsaturated Ketones: An Experimental and Computational Study [J].
Manzano, Ruben ;
Andres, Jose M. ;
Alvarez, Rosana ;
Muruzabal, Maria D. ;
de Lera, Angel R. ;
Pedrosa, Rafael .
CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (21) :5931-5938
[19]   Asymmetric conjugate addition of azide to α,β-unsaturated nitro compounds catalyzed by cinchona alkaloids [J].
Nielsen, Martin ;
Zhuang, Wei ;
Jorgensen, Karl Anker .
TETRAHEDRON, 2007, 63 (26) :5849-5854
[20]   UNSATURATED NITRO-COMPOUNDS [J].
PEREKALIN, VV .
ZHURNAL ORGANICHESKOI KHIMII, 1985, 21 (05) :1111-1128