Total Synthesis of Enantiopure Chabrolonaphthoquinone B Via a Stereoselective Julia-Kocienski Olefination

被引：4

作者：

Rizos, Stergios R. ^{[1
]}

Peitsinis, Zisis, V ^{[1
]}

Koumbis, Alexandros E. ^{[1
]}

机构：

[1] Aristotle Univ Thessaloniki, Dept Chem, Lab Organ Chem, Thessaloniki 54124, Greece

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 86卷 / 15期

关键词：

ENANTIOSELECTIVE SYNTHESIS; ACID; DERIVATIVES; METABOLITES; CONVENIENT; FRAGMENT;

D O I：

10.1021/acs.joc.1c01106

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The total synthesis of cytotoxic meroditerpenoid naphthoquinone derivative chabrolonaphthoquinone B (1) in an enantiospecific manner is divulged using a chiral pool approach. The key step of our synthetic route is a modified Julia olefination between a sulfone-bearing aliphatic fragment and a Diels-Alder-derived aromatic aldehyde, leading to the stereoselective construction of the E-trisubstituted double bond.

引用

页码：10440 / 10454

页数：15

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