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
收藏
页码：3950 / 3953
页数：4
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