Diels-Alder reaction catalyzed by bismuth(II) salts

被引：25

作者：

Garrigues, B ^{[1
]}

Oussaid, A ^{[1
]}

机构：

[1] Univ Toulouse 3, CNRS, F-31062 Toulouse, France

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1999年 / 585卷 / 02期

关键词：

Diels-Alder; Bismuth(III) triflate; Bismuth(III) chloride;

D O I：

10.1016/S0022-328X(99)00230-2

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

We have studied the Diels-Alder reaction from the dienes (1-3) and dienophiles (4-6), catalyzed by bismuth triflate and bismuth chloride. We compared these two catalysts with SnCl4, ZnI2, AlCl3 and Cu(BF4)(2) respectively. With bismuth derivatives we noted no polymerisation, a better yield and a good selectivity in cycloadditions.

引用

页码：253 / 255

页数：3

共 25 条

[1] REARRANGEMENTS IN LEWIS ACID-CATALYZED DIELS-ALDER REACTIONS - ROUTE TO SUBSTITUTED BICYCLO[2.2.1]HEPTANONES
BALDWIN, JE
LUSCH, MJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (12) : 1923 - 1927
[2] High-pressure and thermally induced intramolecular Diels-Alder reactions of furfuryl fumarates. Influence of tether substituents on diastereoselectivity
Butz, T
Sauer, J
[J]. TETRAHEDRON-ASYMMETRY, 1997, 8 (05) : 703 - 714
[3] On sonochemical effects on the Diels-Alder reaction
Caulier, TP
Reisse, J
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (07) : 2547 - 2548
[4] DESMURS JR, 1996, IND CHEM L, V8, P15
[5] DUBAC J, 1996, Patent No. 698593
[6] DUBAC J, 1995, Patent No. 11250
[7] ZnCl2, ZnI2 and TiCl4 supported on silica gel as catalysts for the Diels-Alder reactions of furan
Fraile, JM
Garcia, JI
Massam, J
Mayoral, JA
Pires, E
[J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1997, 123 (01) : 43 - 47
[8] First asymmetric Diels-Alder reactions of furan and chiral acrylates. Usefulness of acid heterogenous catalysts
Fraile, JM
Garcia, JI
Gracia, D
Mayoral, JA
Pires, E
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (26) : 9479 - 9482
[9] Bismuth(III) chloride or triflate-catalyzed dienophilic activity of alpha-ethylenic aldehydes and ketones
Garrigues, B
Gonzaga, F
Robert, H
Dubac, J
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (14) : 4880 - 4882
[10] Garrigues B, 1996, LIEBIGS ANN, P739

← 1 2 3 →