ENANTIOSELECTIVE SYNTHESIS OF GONIOBUTENOLIDE-A AND GONIOBUTENOLIDE-B

被引：37

作者：

KO, SY

LERPINIERE, J

机构：

[1] Sandoz Institute for Medical Research 5 Gower Place

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 12期

关键词：

D O I：

10.1016/0040-4039(95)00166-A

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Goniobutenolides A and B were synthesized in the enantiopure Forms, employing the asymmetric dihydroxylation and cyclic sulfate rearrangement-opening reactions as the key stereocenter-forming steps.

引用

页码：2101 / 2104

页数：4

共 30 条

[1] SYNTHESIS OF 4-YLIDENEBUTENOLIDES FROM 2-TRIMETHYLSILOXYFURAN [J].

ASAOKA, M ;

YANAGIDA, N ;

ISHIBASHI, K ;

TAKEI, H .

TETRAHEDRON LETTERS, 1981, 22 (43) :4269-4270

[2] REACTIONS OF 2-(TRIMETHYLSIOLOXY)FURANS WITH ORTHOCARBOXYLIC ESTERS, ACETALS, AND ACYLAL IN THE PRESENCE OF LEWIS-ACIDS [J].

ASAOKA, M ;

SUGIMURA, N ;

TAKEI, H .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1979, 52 (07) :1953-1956

[3] IMPROVED ENANTIOSELECTIVITY IN ASYMMETRIC DIHYDROXYLATIONS OF TERMINAL OLEFINS USING PYRIMIDINE LIGANDS [J].

CRISPINO, GA ;

JEONG, KS ;

KOLB, HC ;

WANG, ZM ;

XU, DQ ;

SHARPLESS, KB .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (15) :3785-3786

[4] 3 NEW BIOACTIVE STYRYLLACTONES FROM GONIOTHALAMUS-GIGANTEUS (ANNONACEAE) [J].

FANG, XP ;

ANDERSON, JE ;

CHANG, CJ ;

MCLAUGHLIN, JL .

TETRAHEDRON, 1991, 47 (47) :9751-9758

[5] NOVEL BIOACTIVE STYRYL-LACTONES - GONIOFUFURONE, GONIOPYPYRONE, AND 8-ACETYLGONIOTRIOL FROM GONIOTHALAMUS-GIGANTEUS (ANNONACEAE) - X-RAY MOLECULAR-STRUCTURE OF GONIOFUFURONE AND OF GONIOPYPYRONE [J].

FANG, XP ;

ANDERSON, JE ;

CHANG, CJ ;

FANWICK, PE ;

MCLAUGHLIN, JL .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (06) :1655-1661

[6] VICINAL DIOL CYCLIC SULFATES - LIKE EPOXIDES ONLY MORE REACTIVE [J].

GAO, Y ;

SHARPLESS, KB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (22) :7538-7539

[7]

GRACZA T, 1992, TETRAHEDRON LETT, P191

[8] ORGANIC SYNTHESIS BY PUMMERER REACTION .1. SYNTHESIS OF ALPHA-HYDROXYALDEHYDES FROM BETA-HYDROXY SULFOXIDES [J].

IRIUCHIJIMA, S ;

MANIWA, K ;

TSUCHIHASHI, GI .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (13) :4280-4283

[9] ASYMMETRIC DIHYDROXYLATION VIA LIGAND-ACCELERATED CATALYSIS [J].

JACOBSEN, EN ;

MARKO, I ;

MUNGALL, WS ;

SCHRODER, G ;

SHARPLESS, KB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (06) :1968-1970

[10] AN ACCESS TO ERYTHRO-DIOLS VIA SHARPLESS ASYMMETRIC DIHYDROXYLATION REACTION [J].

KO, SY ;

MALIK, M ;

DICKINSON, AF .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (09) :2570-2576

← 1 2 3 →