A novel approach to the synthesis of bicyclic lactones via an interrupted Nazarov reaction of gem-divinyl dihydrofurans

被引：43

作者：

Nair, V ^{[1
]}

Bindu, S

Sreekumar, V

Chiaroni, A

机构：

[1] CSIR, Reg Res Lab, Div Organ Chem, Trivandrum 695019, Kerala, India

[2] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 17期

关键词：

D O I：

10.1021/ol026010h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHIC] A facile Lewis acid induced interrupted Nazarov reaction of gem-divinyl dihydrofurans to bicyclic lactones is described.

引用

收藏

页码：2821 / 2823

页数：3

相关论文

共 17 条

[1] Highly diastereoselective cycloisomerization of acyclic trienones. The interrupted Nazarov reaction
Bender, JA
Blize, AE
Browder, CC
Giese, S
West, FG
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (08) : 2430 - 2431
[2] Nazarov-initiated diastereoselective cascade polycyclization of aryltrienones
Bender, JA
Arif, AM
West, FG
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (32) : 7443 - 7444
[3] Browder CC, 1999, SYNLETT, P1363
[4] Highly efficient trapping of the Nazarov intermediate with substituted arenes
Browder, CC
Marmsäter, FP
West, FG
[J]. ORGANIC LETTERS, 2001, 3 (19) : 3033 - 3035
[5] Tandem ring-closing metathesis reaction with a ruthenium catalyst containing a N-heterocyclic ligand
Choi, TL
Grubbs, RH
[J]. CHEMICAL COMMUNICATIONS, 2001, (24) : 2648 - 2649
[6] Denmark S. E., 1991, COMPREHENSIVE ORGANI, V5, P751
[7] SILICON-DIRECTED NAZAROV CYCLIZATION
DENMARK, SE
JONES, TK
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (09) : 2642 - 2645
[8] SILICON-DIRECTED NAZAROV CYCLIZATIONS .8. STEREOELECTRONIC CONTROL OF TORQUOSELECTIVITY
DENMARK, SE
WALLACE, MA
WALKER, CB
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (21) : 5543 - 5545
[9] The reductive Nazarov cyclization
Giese, S
West, FG
[J]. TETRAHEDRON LETTERS, 1998, 39 (46) : 8393 - 8396
[10] Giese S, 2000, ANGEW CHEM INT EDIT, V39, P1970, DOI 10.1002/1521-3773(20000602)39:11<1970::AID-ANIE1970>3.0.CO