One-pot stereoselective synthesis of tricyclic bislactones from 2-pyrones and 2-methoxyfuran

被引：41

作者：

Chen, CH ^{[1
]}

Liao, CC ^{[1
]}

机构：

[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu 30043, Taiwan

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 14期

关键词：

D O I：

10.1021/ol000082w

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

GRAPHICS A one pot synthesis of the title compounds via highly chemo, regio-, and stereoselective Diels-Alder reactions of 2-pyrones with 2-methoxyfuran is described.

引用

页码：2049 / 2052

页数：4

共 21 条

[1] DIELS-ALDER CYCLOADDITIONS OF 2-PYRONES AND 2-PYRIDONES [J].

AFARINKIA, K ;

VINADER, V ;

NELSON, TD ;

POSNER, GH .

TETRAHEDRON, 1992, 48 (42) :9111-9171

[2] Substituted 2-sulfonamido-5-aminopyridines II [J].

Caldwell, WT ;

Tyson, FT ;

Lauer, L .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1944, 66 :1479-1484

[3] Furans act as dienophiles in facile Diels-Alder reactions with masked o-benzoquinones [J].

Chen, CH ;

Rao, PD ;

Liao, CC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (50) :13254-13255

[4] Saturated and unsaturated lactones [J].

Collins, I .

CONTEMPORARY ORGANIC SYNTHESIS, 1997, 4 (04) :281-307

[5] Saturated and unsaturated lactones [J].

Collins, I .

CONTEMPORARY ORGANIC SYNTHESIS, 1996, 3 (04) :295-321

[6] SYNTHESIS OF 3-SUBSTITUTED FURANS AND FORMATION OF 3-(4,8,12-TRIMETHYLTRIDECYL)FURAN [J].

DARE, DL ;

ENTWISTL.ID ;

JOHNSTON.RA .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1973, (11) :1130-1134

[7]

FLEMING I, 1978, FRONTIER ORBITALS OR

[8]

FRIED J, 1941, J ORG CHEM, V6, P7

[9] SYNTHESIS OF METHYL 2-PYRONE-4-CARBOXYLATE [J].

HANEDA, A ;

UENAKAI, H ;

IMAGAWA, T ;

KAWANISI, M .

SYNTHETIC COMMUNICATIONS, 1976, 6 (02) :141-146

[10] SYNTHESIS AND BIOLOGICAL-ACTIVITY OF ALPHA-METHYLENE-GAMMA-BUTYROLACTONES [J].

HOFFMANN, HMR ;

RABE, J .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1985, 24 (02) :94-110

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