Enantioselective total synthesis of (+)-Lingzhiol via tandem semipinacol rearrangement/Friedel- Crafts type cyclization

被引：29

作者：

Chen, Dong ^{[1
,2
]}

Xu, Wen-Dan ^{[1
,2
]}

Liu, Hao-Miao ^{[1
,2
]}

Li, Ming-Ming ^{[3
]}

Yan, Yong-Min ^{[1
]}

Li, Xiao-Nian ^{[1
]}

Li, Yan ^{[1
]}

Cheng, Yong-Xian ^{[1
]}

Qin, Hong-Bo ^{[1
]}

机构：

[1] Chinese Acad Sci, Kunming Inst Bot, State Key Lab Photochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China

[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China

[3] Yunnan Baiyao Grp Corp Ltd, Kunming 650032, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2016年 / 52卷 / 55期

基金：

中国国家自然科学基金; 中国科学院西部之光基金;

关键词：

QUATERNARY CARBON STEREOCENTERS; FORMAL TOTAL-SYNTHESIS; (+/-)-WELWITINDOLINONE-A ISONITRILE; PINACOL REARRANGEMENT; DASYSCYPHUS-NIVEUS; CONSTRUCTION; STRATEGY; (+/-)-LINGZHIOL; DITERPENOIDS; ALKALOIDS;

D O I：

10.1039/c6cc03764j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Enantioselective total synthesis of (+)-Lingzhiol has been achieved. It is the first example of in tandem semipinacol rearrangement reactions, the migrated aryl group further reacting with the carbonyl oxonium electrophile to furnish a polycyclic skeleton. Our synthesis involves 13 steps and proceeds in 6% overall yield.

引用

页码：8561 / 8564

页数：4

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