DIASTEREOSELECTIVITY IN THE INTRAMOLECULAR CYCLOADDITION REACTIONS OF NITRONES DERIVED FROM 5-ALKENALS AND CHIRAL HYDROXYLAMINES

被引:29
作者
BALDWIN, SW
MCFADYEN, RB
AUBE, J
WILSON, JD
机构
[1] Department of Chemistry Duke University Durham
关键词
D O I
10.1016/0040-4039(91)80004-P
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Intramolecular cycloaddition of the nitrones derived from a series of 5-alkenals and alpha-methylbenzyl hydroxylamine leads to mixtures of diastereomeric products in the range of 1.7/1 to 16/1.
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页码:4431 / 4434
页数:4
相关论文
共 16 条
[1]  
BALDWIN SM, UNPUB
[2]   REGIOCHEMISTRY IN THE INTRAMOLECULAR CYCLO-ADDITIONS OF SUBSTITUTED 5-ALKENYL AND 6-ALKENYL NITRONES [J].
BALDWIN, SW ;
WILSON, JD ;
AUBE, J .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (23) :4432-4439
[3]  
BALDWIN SW, 1991, UNPUB J ORG CHEM, V56
[4]  
BALDWIN SW, 1991, IN PRESS CHEM COMMUN, V21
[5]   CYCLO-ADDITION OF CHIRAL NITRONES - ASYMMETRIC SYNTHESIS OF ISOXAZOLIDINES [J].
BELZECKI, C ;
PANFIL, I .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (08) :1212-1218
[6]  
DeShong P., 1988, ADV CYCLOADDITION, V1, P87
[7]   THE ASYMMETRIC-SYNTHESIS OF BETA-LACTAM ANTIBIOTICS .4. A FORMAL SYNTHESIS OF THIENAMYCIN [J].
EVANS, DA ;
SJOGREN, EB .
TETRAHEDRON LETTERS, 1986, 27 (41) :4961-4964
[8]   EXO-2-HYDROXYEPICAMPHOR [J].
FLEMING, I ;
WOODWARD, RB .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (10) :1289-&
[9]   SYNTHESIS OF SOME N-OXYGENATED PRODUCTS OF 3,4-DIMETHOXY-AMPHETAMINE AND ITS N-ALKYL DERIVATIVES [J].
MORGAN, PH ;
BECKETT, AH .
TETRAHEDRON, 1975, 31 (20) :2595-2601
[10]  
PADWA A, 1990, ADV CYCLOADDITION, V2, P1