Studies towards total synthesis of borrelidin, stereoselective synthesis of the polysubstituted macrolidic part

被引：22

作者：

Haddad, N

Grishko, M

Brik, A

机构：

[1] Department of Chemistry, Technion-Israel Inst of Technology

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 34期

关键词：

D O I：

10.1016/S0040-4039(97)01371-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enantioselective synthesis of the polysubstituted macrolidic part of borrelidin (1) is presented. Six out of the nine stereogenic centers in 12 and 13 were achieved in >99.2 %ee in seven steps From meso-diol 4. The synthesis is based on enantioselective formation of bis-epoxide 10 followed by regioselective alkylation of the epoxide functionalities. (C) 1997 Elsevier Science Ltd.

引用

页码：6075 / 6078

页数：4

共 29 条

[1] MACROLIDE ANTIBIOTIC-STUDIES .18. CRYSTAL AND MOLECULAR-STRUCTURES OF 2 ISOMORPHOUS SOLVATES OF THE MACROLIDE ANTIBIOTIC BORRELIDIN - ABSOLUTE-CONFIGURATION DETERMINATION BY INCORPORATION OF A CHIRAL SOLVENT IN THE CRYSTAL-LATTICE [J].