Asymmetric total synthesis of (-)-perforanoid A

被引:12
作者
Lv, Chao [2 ]
Tu, Qian [1 ]
Gong, Jianxian [1 ]
Hao, Xiaojiang [2 ]
Yang, Zhen [1 ]
机构
[1] Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China
[2] Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650204, Peoples R China
基金
美国国家科学基金会;
关键词
(-)-Perforanoid A; Lemonoids; Asymmetric total synthesig; Rhodium catalyzed; Intramolecular Pauson-Khand; OSHIMA-UTIMOTO REACTION; PAUSON-KHAND REACTION; LIMONOIDS; INHIBITOR;
D O I
10.1016/j.tet.2017.03.072
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Asymmetric total synthesis of ( - )-perforanoid A, a novel limonoid isolated from the leaves of Harrisonia perforate, has been achieved. The key features of our total synthesis include the Rh-catalyzed intramolecular Pauson Khand reaction of an allene and an alkene, the Pd-catalyzed lactonization of an allylic alcohol with a vinyl ether, and the enantioselective alkenylation of 3-furaldehyde. (C) 2017 Published by Elsevier Ltd.
引用
收藏
页码:3612 / 3621
页数:10
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