Total synthesis of (±)-ganocins B and C

被引:13
|
作者
Liu, Yao [1 ]
Zhou, Chu-Jun [1 ]
Li, Qingjiang [1 ,2 ]
Wang, Honggen [1 ]
机构
[1] Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China
[2] Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
基金
中国国家自然科学基金;
关键词
GOLD CATALYSIS; GANODERMA-LUCIDUM; POLYCYCLIC MEROTERPENOIDS; ANTIOXIDANT; POLYSACCHARIDES; ANTITUMOR; COCHLEAR; POTENT;
D O I
10.1039/c6ob02049f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first total synthesis of structurally unique polycyclic phenolic meroterpenoids, ganocins B and C is reported. The synthesis features gold-catalyzed intramolecular cascade cyclization to construct the C/D ring bearing an angular methyl group, diastereo-selective Michael addition, and acid-mediated one-pot Robinson cyclization/deprotection/isomerization.
引用
收藏
页码:10362 / 10365
页数:4
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