DIASTEREOSELECTIVE DIELS-ALDER REACTIONS BETWEEN SUBSTITUTED 1,3-BUTADIENES AND N-ALPHA-METHYLBENZYLMALEIMIDE

被引：34

作者：

BALDWIN, SW

GREENSPAN, P

ALAIMO, C

MCPHAIL, AT

机构：

[1] Department of Chemistry Duke University Durham

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 42期

关键词：

D O I：

10.1016/S0040-4039(00)79415-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The TiCl4 catalyzed reaction between 2-t-butyl-1,3-butadiene and N-alpha-methylbenzylmaleimide at -65-degrees-C affords diastereomeric Diels-Alder adducts in a 15:1 ratio. The structure of the major adduct was determined by x-ray.

引用

页码：5877 / 5880

页数：4

共 18 条

[1] Backer HJ, 1943, RECL TRAV CHIM PAY-B, V62, P561
[2] Backer HJ, 1934, RECL TRAV CHIM PAY-B, V53, P525
[3] CARRUTHERS W, 1990, CYCLOADDITION REACTI, P61
[4] RATE OF REACTION OF MALEIC ANHYDRIDE WITH 1,3-DIENES AS RELATED TO DIENE CONFORMATION
CRAIG, D
FOWLER, RB
SHIPMAN, JJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1961, 83 (13) : 2885 - &
[5] DOIUCHI T, 1984, EUR POLYM J, V20, P831, DOI 10.1016/0014-3057(84)90121-6
[6] ASYMMETRIC DIELS-ALDER CYCLO-ADDITION REACTIONS WITH CHIRAL ALPHA, BETA-UNSATURATED N-ACYLOXAZOLIDINONES
EVANS, DA
CHAPMAN, KT
BISAHA, J
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (04) : 1238 - 1256
[7] LEWIS ACID CATALYSIS OF DIELS-ALDER REACTIONS
HOUK, KN
STROZIER, RW
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (12) : 4094 - 4096
[8] KERGOMARD A, 1975, B SOC CHIM FR II-CH, P297
[9] KWART H, 1972, J AM CHEM SOC, V74, P3094
[10] MARVEL CS, 1968, J ORG CHEM, V23, P1658

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