A concise enantioselective synthesis of the guaiane sesquiterpene (-)- oxyphyllol

被引:8
作者
Zahel, Martin [1 ]
Metz, Peter [1 ]
机构
[1] Tech Univ Dresden, Fachrichtung Chem & Lebensmittelchem, D-01069 Dresden, Germany
来源
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 9卷
关键词
asymmetric synthesis; hydration; natural products; terpenes; transannular epoxide opening; ALCOHOLS; DEOXYGENATION;
D O I
10.3762/bjoc.9.239
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(-)-Oxyphyllol was prepared in only 4 steps from an epoxy enone that already served as an intermediate for the total synthesis of the anticancer guaiane (-)-englerin A. A regio- and diastereoselective Co(II)-catalyzed hydration of the olefin and a transannular epoxide opening were used as the key reactions.
引用
收藏
页码:2028 / 2032
页数:5
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