Asymmetric Total Synthesis of Asperversin A

被引：4
作者：
Zhang, Zhi [1 ,2 ]
Zu, Liansuo [1 ,2 ]
机构：
[1] Tsinghua Univ, Beijing Adv Innovat Ctr Struct Biol, Sch Pharmaceut Sci, Key Lab Bioorgan Phosphorus Chem & Chem Biol,Mini, Beijing 100084, Peoples R China
[2] Tsinghua Univ, Frontier Res Ctr Biol Struct, Beijing 100084, Peoples R China
来源：
ORGANIC LETTERS | 2021年 / 23卷 / 06期
基金：
中国国家自然科学基金;
关键词：
C-H ADDITION; ARYL KETONES; ACTIVATION; PHENOL; ALDEHYDES; ETHERS; ARENES;
D O I：
10.1021/acs.orglett.1c00366
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Asperversin A represents the first example of a steroid-sterigmatocystin heterodimer. We report the concise asymmetric total synthesis of this natural product in 11 steps (the longest linear sequence). The polycyclic ring system was constructed by a cascade dialdehyde cyclization and the late stage xanthene formation by a phenol-assisted reductive alkylation and a SNAr reaction. The acetal linkage with ergosterol peroxide was furnished by a glycosylation-inspired approach.
引用
收藏
页码：2222 / 2226
页数：5
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