MODEL STUDIES DIRECTED TOWARDS MICROALGAL POLYETHER TOXINS - USE OF 2-PHENYL-SULFONYL CYCLIC ETHERS IN THE PREPARATION OF TRANS, SYN, TRANS ALPHA-ALKYL, BETA-HYDROXY-SUBSTITUTED TETRAHYDROPYRAN SUBUNITS

被引：26

作者：

ALVAREZ, E ^{[1
]}

RICO, M ^{[1
]}

RODRIGUEZ, RM ^{[1
]}

ZURITA, D ^{[1
]}

MARTIN, JD ^{[1
]}

机构：

[1] UNIV LA LAGUNA,CSIC,CTR PROD NAT ORGAN ANTONIO GONZALEZ,CTRA LA ESPERANZA 2,E-38206 LA LAGUNA,SPAIN

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 23期

关键词：

2-PHENYLSULFONYL CYCLIC ETHERS; TRANS-FUSED POLYETHER TOXINS;

D O I：

10.1016/S0040-4039(00)92095-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A synthesis of opticaLLy active C-7- and C-8 -tetrahydropyranyl subunits with suitable functionalities for further elaboration of transfused polyether toxins was achieved from glucal acetate via the use of 2-phenylsulphonyl intermediates. The bicyclic trans,syn,trans oxane-oxepanyl substructure 26 was prepared through the application of this methodology.

引用

页码：3385 / 3388

页数：4

共 16 条

[11]

GREK C, 1986, TETRAHEDRON LETT, V27, P5277

[12] SYNTHESIS OF ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS BY PALLADIUM(II)-CATALYZED DEHYDROSILYLATION OF SILYL ENOL ETHERS [J].

ITO, Y ;

HIRAO, T ;

SAEGUSA, T .

JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (05) :1011-1013

[13]

KOZIKOWSKI AP, 1985, J ORG CHEM, V50, P3019

[14] PREPARATION AND REACTIONS OF 2-BENZENESULPHONYLTETRAHYDROPYRAN [J].

LEY, SV ;

LYGO, B ;

WONNACOTT, A .

TETRAHEDRON LETTERS, 1985, 26 (04) :535-538

[15] ALKYLATION REACTIONS OF ANIONS DERIVED FROM 2-BENZENESULFONYL TETRAHYDROPYRAN AND THEIR APPLICATION TO SPIROKETAL SYNTHESIS [J].

LEY, SV ;

LYGO, B ;

STERNFELD, F ;

WONNACOTT, A .

TETRAHEDRON, 1986, 42 (15) :4333-4342

[16] TOTAL SYNTHESIS OF THE ANTHELMINTIC MACROLIDE AVERMECTIN B1A [J].

LEY, SV ;

ARMSTRONG, A ;

DIEZMARTIN, D ;

FORD, MJ ;

GRICE, P ;

KNIGHT, JG ;

KOLB, HC ;

MADIN, A ;

MARBY, CA ;

MUKHERJEE, S ;

SHAW, AN ;

SLAWIN, AMZ ;

VILE, S ;

WHITE, AD ;

WILLIAMS, DJ ;

WOODS, M .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (04) :667-692

← 1 2 →