DIENEDIOLATES OF UNSATURATED CARBOXYLIC-ACIDS IN SYNTHESIS - SYNTHESIS OF CYCLOHEXENONES AND POLYCYCLIC KETONES BY TANDEM MICHAEL-DIECKMANN DECARBOXYLATIVE ANNULATION OF UNSATURATED CARBOXYLIC-ACIDS

被引：17

作者：

AURELL, MJ ^{[1
]}

GAVINA, P ^{[1
]}

MESTRES, R ^{[1
]}

机构：

[1] UNIV VALENCIA,FAC QUIM,DEPT QUIM ORGAN,E-46100 BURJASSOT,SPAIN

来源：

TETRAHEDRON | 1994年 / 50卷 / 08期

关键词：

D O I：

10.1016/S0040-4020(01)86973-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Substituted 2-cyclohexenones 4 to 7 and hexaxydronaphthalenones and hexahydroindenones 13 to 18 are prepared by tandem Michael-Dieckmann addition of lithium dienediolates of acyclic and alicyclic unsaturated carboxylic acids to the lithium salts of the same or other unsaturated carboxylic acids.

引用

页码：2571 / 2582

页数：12

共 31 条

[1]

AGAMI C, 1988, J CHEM RES-S, P166

[2] A NEW ENANTIOSELECTIVE APPROACH TO THE BICYCLO[4.4.0]DECANE AND BICYCLO[4.3.0]NONANE SYSTEMS [J].

ASAOKA, M ;

NISHIMURA, K ;

TAKEI, H .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1990, 63 (02) :407-411

[3] ENANTIOSELECTIVE ROUTES TO 2,5-DISUBSTITUTED-2-CYCLOHEXENONE AND 4-SUBSTITUTED-2-CYCLOHEXENONE [J].

ASAOKA, M ;

AIDA, T ;

SONODA, S ;

TAKEI, H .

TETRAHEDRON LETTERS, 1989, 30 (50) :7075-7078

[4] DIENEDIOLATES OF UNSATURATED CARBOXYLIC-ACIDS IN SYNTHESIS - TANDEM MICHAEL DIECKMANN SYNTHESIS OF SUBSTITUTED 2-CYCLOHEXENONES [J].

AURELL, MJ ;

GAVINA, P ;

GIL, S ;

PARRA, M ;

TORTAJADA, A ;

MESTRES, R .

SYNTHETIC COMMUNICATIONS, 1991, 21 (18-19) :1825-1831

[5] DIENEDIOLATES FROM UNSATURATED CARBOXYLIC-ACIDS - MICHAEL ADDITION OF DILITHIUM BUTA-1,3-DIENE-1,1-DIOLATE (FROM CROTONIC ACID) TO UNSATURATED-KETONES [J].

BALLESTER, P ;

COSTA, A ;

RASO, AG ;

GOMEZSOLIVELLAS, A ;

MESTRES, R .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (07) :1711-1717

[6]

BALLESTER P, 1985, SYNTHESIS-STUTTGART, P802

[7] UNSATURATED CARBOXYLIC-ACID DIENOLATES - MICHAEL ADDITION TO ENONES THROUGH TANDEM 1,2-ADDITION-OXY-COPE REARRANGEMENT [J].

BALLESTER, P ;

GARCIARASO, A ;

GOMEZSOLIVELLAS, A ;

MESTRES, R .

TETRAHEDRON LETTERS, 1985, 26 (20) :2485-2488

[8]

BEGUE JP, 1992, SYNLETT, P146

[9] EXTENSION OF WITTIG REACTION .2. CONDENSATION OF ENOLATE YLIDES ON ALPHA,BETA UNSATURATED ALIPHATIC-KETONES [J].

BROQUET, C .

TETRAHEDRON, 1975, 31 (10) :1331-1334

[10] AN INTEGRATED APPROACH TO THE SYNTHESIS OF CONTIGUOUSLY SUBSTITUTED XANTHOPURPURINS, PACHYBASINS AND PURPURINS [J].

CARON, B ;

BRASSARD, P .

TETRAHEDRON, 1993, 49 (04) :771-784

← 1 2 3 4 →