Total synthesis of (+)-fusarisetin A

被引：10

作者：

Huang, Jun ^{[1
]}

Fang, Lichao ^{[1
]}

Gong, Jianxian ^{[1
]}

Li, Chuangchuang ^{[1
]}

Yang, Zhen ^{[1
,2
,3
]}

机构：

[1] Peking Univ, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen Grad Sch, Shenzhen 518055, Peoples R China

[2] Peking Univ, Key Lab Bioorgan Chem & Mol Engn, Beijing Natl Lab Mol Sci, Minist Educ, Beijing 100871, Peoples R China

[3] Peking Univ, Peking Tsinghua Ctr Life Sci, Beijing 100871, Peoples R China

来源：

TETRAHEDRON | 2015年 / 71卷 / 22期

基金：

中国国家自然科学基金;

关键词：

Stereoselective; Fusarisetin A; Pauson-Khand reaction; trans-Decalin; Quaternary stereocenter; ENANTIOSELECTIVE TOTAL-SYNTHESIS; PAUSON-KHAND REACTION; FORMAL TOTAL-SYNTHESIS; DIELS-ALDER REACTIONS; CARBONYL-COMPOUNDS; ABSOLUTE-CONFIGURATION; ASYMMETRIC-SYNTHESIS; CONJUGATE REDUCTION; HIGHLY EFFICIENT; ROUTE;

D O I：

10.1016/j.tet.2014.08.073

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein we report the full details of our efforts toward the application of Pauson-Khand reaction for the stereoselective construction of the trans-decalin subunit with a C16 quaternary stereocenter of fusarisetin A, which led to the asymmetric total synthesis of (+)-fusarisetin A. The developed chemistry provides an alternative strategy to the intramolecular Diels Alder reaction that has been employed for the synthesis of trans-decalin based natural products. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：3720 / 3733

页数：14

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