Asymmetric Total Synthesis of (+)-Fusarisetin A via the Intramolecular Pauson-Khand Reaction

被引：42
|
作者：
Huang, Jun [1 ]
Fang, Lichao [1 ]
Long, Rong [1 ]
Shi, Li-Li [1 ]
Shen, Hong-Juan [1 ]
Li, Chuang-chuang [1 ]
Yang, Zhen [1 ,2 ,3 ,4 ]
机构：
[1] Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China
[2] Peking Univ, Key Lab Bioorgan Chem & Mol Engn, Minist Educ, Beijing 100871, Peoples R China
[3] Peking Univ, BNLMS, Beijing 100871, Peoples R China
[4] Peking Univ, Peking Tsinghua Ctr Life Sci, Beijing 100871, Peoples R China
来源：
ORGANIC LETTERS | 2013年 / 15卷 / 15期
基金：
美国国家科学基金会;
关键词：
ABSOLUTE-CONFIGURATION; N-OXIDE; ACID; CONSTRUCTION; DERIVATIVES; (-)-FUSARISETIN; FUSARISETIN; OXIRANES; KETONES; FUNGUS;
D O I：
10.1021/ol401831w
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An asymmetic total synthesis of (+)-fusarisetin A has been achieved. The essential to our strategy was the application of the intramolecular Pauson-Khand reaction for the stereoselective construction of the trans-decalin subunit of (+)-fusarisetin A with a unique C16 quarternary chiral center. The developed chemistry offers an alternative to the IMDA reaction that has been used for fusarisetin A, and is applicable to analogue synthesis for biological evaluation.
引用
收藏
页码：4018 / 4021
页数：4
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