Total synthesis of cis,cis-ceratospongamide

被引：26

作者：

Chen, ZY

Deng, JG

Ye, T ^{[1
]}

机构：

[1] Univ Hong Kong, Dept Chem, Pokfulam Rd, Hong Kong, Hong Kong, Peoples R China

[2] Hong Kong Polytech Univ, Inst Mol Technol Drug Discovery & Synth, Open Lab Chirotechnol, Kowloon, Hong Kong, Peoples R China

[3] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Kowloon, Hong Kong, Peoples R China

来源：

ARKIVOC | 2003年

关键词：

cis; cis-ceratospongamide; synthesis; conformation; macrocyclization;

D O I：

10.3998/ark.5550190.0004.723

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A total synthesis of cis, cis-ceratospongamide 1 was accomplished via 4+3 fragment condensation, macrolactamization and subsequent cyclodehydration. Macrolactamization of both linear peptides 4a & 4b produced the corresponding cyclopeptide 3 as a mixture of two conformational isomers ( cis, cis 3a and cis, trans 3b). Further oxazoline ring closure furnished the cis, cis-ceratospongamide 1 which is identical to the natural product.

引用

页码：268 / 285

页数：18

共 22 条

[1] An efficient β-turn directed cyclization of simple peptidomimetics [J].