NOVEL FORMATION OF DIENES WITH GREATER STERIC CONGESTION RESULTING FROM THE DIELS-ALDER REACTION DESULFONYLATION SEQUENCE OF 4-ACYL-4H,6H-THIENO[3,4-C]FURAN 5,5-DIOXIDES

被引：19

作者：

ANDO, K

HATANO, C

AKADEGAWA, N

SHIGIHARA, A

TAKAYAMA, H

机构：

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

[2] HOSHI COLL PHARM,TOKYO,TOKYO 142,JAPAN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1992年 / 12期

关键词：

D O I：

10.1039/c39920000870

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

4-Acyl-4H,6H-thieno[3,4-c]furan 5,5-dioxides have been prepared and submitted to Diels-Alder reactions to afford dienes with greater steric congestion after desulfonylation.

引用

页码：870 / 873

页数：4

共 13 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
ANDO, K
AKADEGAWA, N
TAKAYAMA, H
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (24) : 1765 - 1767
[2] ALLENYL CHLOROMETHYL SULFONES - NEW DIENOPHILE DIENE SYNTHONS - A SIMPLE ITERATIVE RING-GROWING PROCEDURE
BLOCK, E
PUTMAN, D
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (10) : 4072 - 4074
[3] ONE-POT SEQUENTIAL ACYLATION ALKYLATION REACTIONS OF 3-SULFOLENES
CHOU, TS
TSO, HH
LIN, LC
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (07) : 1000 - 1002
[4] MECHANISMS OF THE PALLADIUM-CATALYZED COUPLINGS OF ACID-CHLORIDES WITH ORGANOTIN REAGENTS
LABADIE, JW
STILLE, JK
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (19) : 6129 - 6137
[5] MILD, SELECTIVE, GENERAL-METHOD OF KETONE SYNTHESIS FROM ACID-CHLORIDES AND ORGANOTIN COMPOUNDS CATALYZED BY PALLADIUM
MILSTEIN, D
STILLE, JK
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (10) : 1613 - 1618
[6] STEREOCHEMICAL CONSEQUENCES OF ORBITAL SYMMETRY CONTROL IN REVERSIBLE COMBINING OF SULFUR-DIOXIDE WITH CONJUGATED SYSTEMS (SULFOLENE REACTIONS)
MOCK, WL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (13) : 3666 - 3672
[7] OPTIMIZATION OF PARAMETERS FOR SEMIEMPIRICAL METHODS .1. METHOD
STEWART, JJP
[J]. JOURNAL OF COMPUTATIONAL CHEMISTRY, 1989, 10 (02) : 209 - 220
[8] HETEROCYCLIC AROMATIC NON-KEKULE MOLECULES - SYNTHESIS AND SOLUTION-PHASE CHEMISTRY OF THE SINGLET BIRADICALS 3,4-DIMETHYLENEFURAN AND 3,4-DIMETHYLENETHIOPHENE
STONE, KJ
GREENBERG, MM
BLACKSTOCK, SC
BERSON, JA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (10) : 3659 - 3671
[9] NOVEL BUILDING BLOCK, FURAN-ANNELATED 3-SULPHOLENE - DIELS-ALDER REACTIONS OF 4,6-DIHYDROTHIENO[3,4-C]FURAN S,S-DIOXIDE
SUZUKI, T
KUBOMURA, K
FUCHII, H
TAKAYAMA, H
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (23) : 1687 - 1689
[10] NOVEL, READILY OCCURRING, AND STEREOSELECTIVE SYNTHESIS OF CONJUGATED TRIENES USING 2-TRIALKYLSTANNYL-2,5-DIHYDROTHIOPHENE S,S-DIOXIDES
TAKAYAMA, H
SUZUKI, T
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (15) : 1044 - 1045

← 1 2 →