The Catalytic Enantioselective Total Synthesis of (+)-Liphagal

被引：66
作者：
Day, Joshua J. [1 ,2 ]
McFadden, Ryan M. [1 ,2 ]
Virgil, Scott C. [1 ,2 ]
Kolding, Helene [1 ,2 ]
Alleva, Jennifer L. [1 ,2 ]
Stoltz, Brian M. [1 ,2 ]
机构：
[1] CALTECH, Warren & Katharine Schlinger Lab Chem & Chem Engn, Pasadena, CA 91125 USA
[2] CALTECH, Div Chem & Chem Engn, Caltech Ctr Catalysis & Chem Synth, Pasadena, CA 91125 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 30期
关键词：
arynes; asymmetric catalysis; natural products; terpenoids; total synthesis; ASYMMETRIC ALLYLIC ALKYLATION; PHOSPHOINOSITIDE 3-KINASE INHIBITORS; ALLYLATION REACTION; ENOL CARBONATES; QUATERNARY STEREOCENTERS; ALPHA-FLUOROKETONES; TSUJI ALLYLATION; ACYCLIC KETONES; LIPHAGAL; DECARBOXYLATION;
D O I：
10.1002/anie.201101842
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Ring a ding: The meroterpenoid natural product (+)-liphagal has been synthesized enantioselectively in 19 steps from commercially available materials. The trans-homodecalin system was achieved by ring expansion followed by stereoselective hydrogenation. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：6814 / 6818
页数：5
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