Enantioselective Total Synthesis of the Diterpenes Kempene-2, Kempene-1, and 3-epi-Kempene-1 from the Defense Secretion of Higher Termites

被引:34
作者
Schubert, Melanie [1 ]
Metz, Peter [1 ]
机构
[1] Tech Univ Dresden, Fachrichtung Chem & Lebensmittelchem Organ Chem 1, D-01069 Dresden, Germany
关键词
asymmetric catalysis; cycloaddition; domino reactions; metathesis; natural products; CLOSING METATHESIS REACTIONS; KEMPANE DITERPENES; RING-SYSTEM; NASUTITERMITINAE; CONSTRUCTION; STRATEGY; DIENYNES;
D O I
10.1002/anie.201007551
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Two rings in one sweep: A domino metathesis of the bicyclic dienyne 4 (TBS=tertbutyldimethylsilyl) obtained from a catalytic enantioselective Diels-Alder reaction as the key process enabled the efficient preparation of the tetracyclic diterpenes kempene-2 (1), kempene-1 (2), and 3-epi-kempene-1 (3). © 2011 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:2954 / 2956
页数:3
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