An Approach Toward the Bridged 14-Membered Carbon Macrocycle of Bielschowskysin

被引：5

作者：

Farcet, Jean-Baptiste ^{[1
]}

Mulzer, Johann ^{[1
]}

Himmelbauer, Martin K. ^{[1
]}

机构：

[1] Univ Vienna, Dept Organ Chem, Wahringer Str 38, A-1090 Vienna, Austria

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 2016卷 / 16期

基金：

奥地利科学基金会;

关键词：

Natural products; Total synthesis; Terpenoids; Diastereoselectivity; Propargylation; 2+2 CYCLOADDITION; CORE; BACKBONE; PROGRESS;

D O I：

10.1002/ejoc.201600271

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Relying on our previous achievements toward the a total synthesis of bielschowskysin,([1-5]) we herein report additional efforts to close the bridged tetradecane carbocyclic core of this marine diterpene. The key step of this strategy is an intramolecular alkylation between a cis-substituted vinyl halide and a lactone that were accessed by a diastereoselective propargylation/hydrogenation sequence and palladium-catalyzed carbonylation, respectively.

引用

页码：2793 / 2801

页数：9

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