A Boron-Based Synthesis of the Natural Product (+)- trans-Dihydrolycoricidine

被引:25
作者
Poe, Sarah L. [1 ]
Morken, James P. [1 ]
机构
[1] Boston Coll, Dept Chem, Chestnut Hill, MA 02467 USA
基金
美国国家科学基金会;
关键词
allylation; asymmetric synthesis; natural products; oxidation; ANTINEOPLASTIC AGENTS; AMARYLLIDACEAE CONSTITUENTS; NARCICLASINE; ALKALOIDS; PANCRATISTATIN; LYCORICIDINE; 1,3-DIENES; CHEMISTRY;
D O I
10.1002/anie.201007135
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Diastereoselective diboration results in the highly selective 1,4-dihydroxylation of chiral cyclohexadienes (see scheme). Together with the catalytic enantioselective conjugate allylboration, the diene diboration facilitates the asymmetric synthesis of the cytotoxic agent (+)-trans- dihydrolycoricidine (1). pin=pinacol. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:4189 / 4192
页数:4
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