An alternative route to the synthesis of lignans intermediates

被引:44
作者
Masunari, A
Ishida, E
Trazzi, G
Almeida, WP
Coelho, F [1 ]
机构
[1] Univ Estadual Paulista, Inst Ciencias Saude, Campinas, SP, Brazil
[2] UNICAMP, IQ, BR-13083970 Campinas, SP, Brazil
关键词
D O I
10.1081/SCC-100104463
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The preparation of beta -hydroxylignans intermediates via Baylis-Hillman reaction is described.
引用
收藏
页码:2127 / 2136
页数:10
相关论文
共 33 条
[1]   Piperonal as electrophile in the Baylis-Hillman reaction.: A synthesis of hydroxy-β-piperonyl-γ-butyrolactone derivative [J].
Almeida, WP ;
Coelho, F .
TETRAHEDRON LETTERS, 1998, 39 (47) :8609-8612
[2]   The Baylis-Hillman reaction: A novel carbon-carbon bond forming reaction [J].
Basavaiah, D ;
Rao, PD ;
Hyma, RS .
TETRAHEDRON, 1996, 52 (24) :8001-8062
[3]   The asymmetric Baylis-Hillman reaction [J].
Brzezinski, LJ ;
Rafel, S ;
Leahy, JW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (18) :4317-4318
[4]   Asymmetric synthesis of lignans using oxazolidinones as chiral auxiliaries [J].
Charlton, JL ;
Chee, GL .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1997, 75 (08) :1076-1083
[5]  
CIGANEK E, 1997, ORGANIC REACTIONS, V51, pCH2
[6]   The Baylis-Hillman reaction: A strategy for the preparation of multi-functionalised intermediates for organic synthesis. [J].
Coelho, F ;
Almeida, WP .
QUIMICA NOVA, 2000, 23 (01) :98-101
[7]   OPTIMIZATION OF ENANTIOCONTROL FOR CARBON-HYDROGEN INSERTION WITH CHIRAL DIRHODIUM(II) CARBOXAMIDATES - SYNTHESIS OF NATURAL DIBENZYLBUTYROLACTONE LIGNANS FROM 3-ARYL-1-PROPYL DIAZOACETATES IN HIGH OPTICAL PURITY [J].
DOYLE, MP ;
PROTOPOPOVA, MN ;
ZHOU, QL ;
BODE, JW ;
SIMONSEN, SH ;
LYNCH, V .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (21) :6654-6655
[8]   SYNTHETIC POTENTIAL OF THE TERTIARY-AMINE-CATALYSED REACTION OF ACTIVATED VINYL CARBANIONS WITH ALDEHYDES [J].
DREWES, SE ;
ROOS, GHP .
TETRAHEDRON, 1988, 44 (15) :4653-4670
[9]   SYNTHESIS, RESOLUTION AND ASSIGNMENT OF ABSOLUTE-CONFIGURATION OF 2-(ALPHA-HYDROXY)ARYL ACRYLATE ESTERS [J].
DREWES, SE ;
EMSLIE, ND ;
FIELD, JS ;
KHAN, AA ;
RAMESAR, N .
TETRAHEDRON-ASYMMETRY, 1992, 3 (02) :255-260
[10]   ENANTIOSELECTIVE SYNTHESIS OF (R)-(+)-BETA-PIPERONYL-GAMMA-BUTYROLACTONE [J].
FILHO, HCA ;
FILHO, UFL ;
PINHEIRO, S ;
VASCONCELLOS, MLAA ;
COSTA, PRR .
TETRAHEDRON-ASYMMETRY, 1994, 5 (07) :1219-1220