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
收藏
页码：268 / 285
页数：18
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