Asymmetric Total Synthesis of Leucosceptroid B

被引:45
作者
Huang, Xuan [1 ]
Song, Liqiang [1 ]
Xu, Jiao [1 ]
Zhu, Guili [1 ]
Liu, Bo [1 ,2 ]
机构
[1] Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Synthet Chem Nat Subst, Shanghai 200032, Peoples R China
关键词
aldol reaction; leucosceptroids; Michael addition; sesterterpenoids; total synthesis; ORGANOCUPRATE CONJUGATE ADDITION; TERT-BUTYL HYDROPEROXIDE; STEREOCONTROLLED SYNTHESIS; SESTERTERPENOIDS; KETONES; STEREOCHEMISTRY; ALCOHOLS; REAGENT; ACCESS; ESTERS;
D O I
10.1002/anie.201208687
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Less stable, but natural: The asymmetric total synthesis of leucosceptroid B (see scheme) has been accomplished in 19 steps. Thermodynamically, this natural product proved to be less stable than its C11 epimer, a synthetic intermediate. This synthesis features a high degree of flexibility, facilitating its application to the preparation of a broad range of other natural derivatives. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:952 / 955
页数:4
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