THE SQUALESTATINS - CLEAVAGE OF THE BICYCLIC CORE VIA THE NOVEL 2,8,9-TRIOXABICYCLO[3.3.1]NONANE RING-SYSTEM

被引：16

作者：

ANDREOTTI, D ^{[1
]}

PROCOPIOU, PA ^{[1
]}

WATSON, NS ^{[1
]}

机构：

[1] GLAXO GRP RES LTD,DEPT MED CHEM,GREENFORD UB6 0HE,MIDDX,ENGLAND

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 11期

关键词：

D O I：

10.1016/0040-4039(94)88347-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Squalestatin 1 was converted into the gamma-lactone analogue 5, via hydrolysis of the novel ortho ester anhydride 3, and thence into the acyclic derivative 8.

引用

页码：1789 / 1792

页数：4

共 8 条

[1] THE SQUALESTATINS - C-3 DECARBOXYLATION STUDIES AND REARRANGEMENT TO THE 6,8-DIOXABICYCLO[3.2.1]OCTANE RING-SYSTEM [J].

CHAN, C ;

INGLIS, GGA ;

PROCOPIOU, PA ;

ROSS, BC ;

SRIKANTHA, ARP ;

WATSON, NS .

TETRAHEDRON LETTERS, 1993, 34 (38) :6143-6146

[2]

DAWSON MJ, 1992, ANTIBIOTICS, V45, P639

[3] COMPETITIVE-INHIBITION OF SQUALENE SYNTHETASE BY SQUALESTATIN-I [J].

HASUMI, K ;

TACHIKAWA, K ;

SAKAI, K ;

MURAKAWA, S ;

YOSHIKAWA, N ;

KUMAZAWA, S ;

ENDO, A .

JOURNAL OF ANTIBIOTICS, 1993, 46 (04) :689-691

[4] THE ZARAGOZIC ACIDS - STRUCTURE ELUCIDATION OF A NEW CLASS OF SQUALENE SYNTHASE INHIBITORS [J].

HENSENS, OD ;

DUFRESNE, C ;

LIESCH, JM ;

ZINK, DL ;

REAMER, RA ;

VANMIDDLESWORTH, F .

TETRAHEDRON LETTERS, 1993, 34 (03) :399-402

[5] STRUCTURALLY SIMPLIFIED SQUALESTATINS - A CONVENIENT ROUTE TO A 6,7-UNSUBSTITUTED DERIVATIVE [J].

LESTER, MG ;

GIBLIN, GMP ;

INGLIS, GGA ;

PROCOPIOU, PA ;

ROSS, BC ;

WATSON, NS .

TETRAHEDRON LETTERS, 1993, 34 (27) :4357-4360

[6]

SHARRATT PJ, UNPUB BIOORG MED CHE

[7]

SIDEBOTTOM PJ, 1992, ANTIBIOTICS, V45, P648

[8]

WATSON NS, IN PRESS J BIOORG ME

← 1 →