Synthesis of Microcin SF608 through Nucleophilic Opening of an Oxabicyclo[2.2.1]heptane

被引：26

作者：

Diethelm, Stefan ^{[1
]}

Schindler, Corinna S. ^{[1
]}

Carreira, Erick M. ^{[1
]}

机构：

[1] ETH Honggerberg, Organ Chem Lab, CH-8093 Zurich, Switzerland

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 17期

基金：

瑞士国家科学基金会;

关键词：

HYDROGEN-ATOM SOURCE; RADICAL CHEMISTRY; WATER; DEOXYGENATION; INHIBITORS; MECHANISM; REAGENTS; ALCOHOLS;

D O I：

10.1021/ol1017189

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The total synthesis of Microcin SF608 is reported. Access to the octahydroindole core structure of Microcin SF608 relies on the TMSOTf/NEt3-mediated opening of an oxabicyclic ring system. Additional highlights of the synthetic strategy that is reported include a highly regioselective epoxide reduction and photolytic excision of a 3 alcohol.

引用

页码：3950 / 3953

页数：4

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