HETERO-DIELS-ALDER REACTION IN WATER - SYNTHESIS OF ALPHA-HYDROXY-GAMMA-LACTONES

被引：45

作者：

LUBINEAU, A ^{[1
]}

AUGE, J ^{[1
]}

LUBIN, N ^{[1
]}

机构：

[1] UNIV PARIS 11,INST CHIM MOLEC ORSAY,CHIM ORGAN MULTIFONCTIONNELLE LAB,CNRS,F-91405 ORSAY,FRANCE

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 51期

关键词：

D O I：

10.1016/0040-4039(91)80525-B

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The hetero Diels-Alder reaction of cyclopentadiene or cyclohexadiene with aqueous solution of glyoxylic acid produces alpha-hydroxy-gamma-lactones arising from the rearrangement of the cycloadducts.

引用

页码：7529 / 7530

页数：2

共 8 条

[1] THERMAL REARRANGEMENT OF 2-OXABICYCLO[2.2.2]OCT-5-ENO-3-CARBOXYLIC ACIDS
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[2] ACHMATOWICZ O, 1975, ROCZ CHEM, V49, P1831
[3] AZA DIELS-ALDER REACTIONS IN WATER - CYCLOCONDENSATION OF C-ACYL IMINIUM IONS WITH CYCLOPENTADIENE
GRIECO, PA
LARSEN, SD
FOBARE, WF
[J]. TETRAHEDRON LETTERS, 1986, 27 (18) : 1975 - 1978
[4] GRIECO PA, 1983, J ORG CHEM, V48, P3139
[5] AQUEOUS CYCLOADDITIONS USING GLYCO-ORGANIC SUBSTRATES .1. STEREOCHEMICAL COURSE OF THE REACTION
LUBINEAU, A
QUENEAU, Y
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (06) : 1001 - 1007
[6] HYDROPHOBIC ACCELERATION OF DIELS-ALDER REACTIONS
RIDEOUT, DC
BRESLOW, R
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (26) : 7816 - 7817
[7] DENOVO SYNTHESIS OF CARBOHYDRATES AND RELATED NATURAL-PRODUCTS .21. HETERO-DIELS-ALDER REACTION IN HIGHLY FUNCTIONALIZED NATURAL PRODUCT SYNTHESIS
SCHMIDT, RR
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1986, 19 (08) : 250 - 259
[8] WEINREB SM, 1982, TETRAHEDRON, V38, P3037

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