碘芳基叠氮化物参与的串联自由基环化反应：（±）-阿朴长春胺酸的形式全合成
Tandem radical cyclizations with iodoaryl azides: formal total synthesis of (+/-)-aspidospermidine.
作者信息
Patro B, Murphy J A
机构信息
Department of Pure and Applied Chemistry, 295 Cathedral Street, Glasgow G1 1XL, U.K.
出版信息
Org Lett. 2000 Nov 16;2(23):3599-601. doi: 10.1021/ol006477x.
PMID:11073654
Abstract
An iodoazide radical cascade cyclization strategy has been used as the key step in a formal synthesis of aspidospermidine. Specifically, this step generated the alkaloid's B- and E-rings in the ethylidene-functionalized tetracycle 5. In turn, this was converted into pentacycle 25, a known advanced synthetic precursor of aspidospermidine.
摘要
碘叠氮自由基串联环化策略已被用作阿朴长春胺生物碱形式合成中的关键步骤。具体而言，该步骤在亚乙基官能化的四环5中生成了生物碱的B环和E环。进而，其被转化为五环25，即一种已知的阿朴长春胺生物碱的高级合成前体。
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