Formal Synthesis of (-)-Haliclonin A: Stereoselective Construction of an Azabicyclo[3.3.1]nonane Ring System by a Tandem Radical Reaction

被引：12

作者：

Komine, Keita ^{[1
]}

Urayama, Yasuhiro ^{[1
]}

Hosaka, Taku ^{[1
]}

Yamashita, Yuki ^{[1
]}

Fukuda, Hayato ^{[1
]}

Hatakeyama, Susumi ^{[2
]}

Ishihara, Jun ^{[1
]}

机构：

[1] Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan

[2] Nagasaki Univ, Med Innovat Ctr, Nagasaki 8528521, Japan

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 13期

关键词：

ENANTIOSELECTIVE SYNTHESIS; HALICLONIN; REDUCTION; CHEMISTRY; ESTERS;

D O I：

10.1021/acs.orglett.0c01627

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A formal synthesis of (-)-haliclonin A, isolated from the marine sponge Haliclona sp. in Korea, is described. The key feature of the synthesis includes the highly stereoselective tandem radical reaction to construct the azabicyclo[3.3.1]nonane core and the enantioselective formation of an all-carbon quaternary center via the Pd-mediated deracemization.

引用

页码：5046 / 5050

页数：5

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