Total Synthesis of (±)-Marsupellins A and B via Acetoxymarsupellone Using an Intramolecular Reductive Cyclization of Epoxycyanohydrin Derivative with Cp2Til

被引：3

作者：

Matsunaga, Kazuma ^{[1
]}

Saito, Naoki ^{[1
]}

Kogen, Hiroshi ^{[1
]}

Takatori, Kazuhiko ^{[1
]}

机构：

[1] Meiji Pharmaceut Univ, Grad Sch Pharmaceut Sci, 2-522-1 Noshio, Tokyo 2048588, Japan

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 15期

基金：

日本学术振兴会;

关键词：

LONGIPINANE-TYPE SESQUITERPENOIDS; DIELS-ALDER REACTIONS; EFFICIENT INTERMEDIATE; LUTZOMYIA-LONGIPALPIS; CARBONYL-COMPOUNDS; SEX-PHEROMONE; LEWIS ACID; CONVERSION; EPOXIDES;

D O I：

10.1021/acs.orglett.9b02207

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first total synthesis of C3- and C9-oxidized ent-longipinane-type sesquiterpenoids containing acetoxymarsupellone, marsupellins A and B, has been accomplished. This unique core common to C3- and C9-oxidized entlongipinane-type sesquiterpenoids was constructed via a new intramolecular reductive cyclization reaction of an epoxycyanohydrin derivative using Cp2TiI.

引用

页码：6054 / 6057

页数：4

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