A NOVEL-APPROACH TO FUNCTIONALIZED POLYCYCLIC SYSTEMS - INTRAMOLECULAR DIELS-ALDER REACTIONS OF 2-ACYLATED DERIVATIVES OF 4H,6H-THIENO[3,4-C]FURAN 5,5-DIOXIDE

被引：16

作者：

HAYASHI, T ^{[1
]}

KAWAKAMI, Y ^{[1
]}

KONNO, K ^{[1
]}

TAKAYAMA, H ^{[1
]}

机构：

[1] TEIKYO UNIV,FAC PHARMACEUT SCI,SAGAMIKO,KANAGAWA 19901,JAPAN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1993年 / 20期

关键词：

D O I：

10.1039/p19930002387

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

4-H, 6H-Thieno[3,4-c]furan 5,5-dioxide 1 was converted into compounds 4 and 6, which readily cyclised to give stereoselectively the functionalised tricyclic compound 5 in good yield.

引用

页码：2387 / 2388

页数：2

共 8 条

[1] ALKYLATION OF 4H,6H-THIENO[3,4-C]FURAN 5,5-DIOXIDE AND ITS USE AS A 3,4-DIMETHYLENEFURAN SYNTHON IN INTRAMOLECULAR DIELS-ALDER REACTIONS [J].

ANDO, K ;

AKADEGAWA, N ;

TAKAYAMA, H .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (24) :1765-1767

[2] TRIMETHYLSILYL CYANIDE - A REAGENT FOR UMPOLUNG - FURFURAL, A CONVENIENT PRECURSOR FOR INTRAMOLECULAR DIELS-ALDER REACTIONS VIA UMPOLUNG WITH TRIMETHYLSILYL CYANIDE [J].

FISCHER, K ;

HUNIG, S .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (04) :564-569

[3]

JUST G, 1976, SYNTHESIS-STUTTGART, P457

[4]

NELSON WL, 1972, J HETEROCYCLIC CHEM, V9, P561, DOI 10.1002/jhet.5570090317

[5]

SUZUKI T, 1993, HETEROCYCLES, V35, P57

[6] NOVEL BUILDING BLOCK, FURAN-ANNELATED 3-SULPHOLENE - DIELS-ALDER REACTIONS OF 4,6-DIHYDROTHIENO[3,4-C]FURAN S,S-DIOXIDE [J].

SUZUKI, T ;

KUBOMURA, K ;

FUCHII, H ;

TAKAYAMA, H .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (23) :1687-1689

[7]

SUZUKI T, 1991, CHEM PHARM BULL, V39, P2164

[8] NEW GENERATION AND INTRAMOLECULAR DIELS-ALDER REACTION OF ISOBENZOFURANS - AN EFFICIENT FURAN RING-TRANSFER REACTION AND A SYNTHETIC ENTRY INTO THE POLYCYCLIC RING-SYSTEMS [J].

YAMAGUCHI, Y ;

YAMADA, H ;

HAYAKAWA, K ;

KANEMATSU, K .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (10) :2040-2046

← 1 →