Gold catalysis-facilitated rapid synthesis of the daphnane/tigliane tricyclic core

被引:30
|
作者
Li, Yong [1 ,2 ]
Wei, Mufeng [3 ]
Dai, Mingji [1 ,2 ]
机构
[1] Purdue Univ, Dept Chem, W Lafayette, IN 47907 USA
[2] Purdue Univ, Ctr Canc Res, W Lafayette, IN 47907 USA
[3] Tsinghua Univ, Dept Chem, Beijing 100084, Peoples R China
关键词
Daphnane/tigliane; Diterpene; Gold catalysis; Furan formation; 4+3] cycloaddition; TIGLIANE RING-SYSTEM; PROTEIN-KINASE-C; TUMOR PROMOTERS; DAPHNANE DITERPENOIDS; PHORBOL SKELETON; IMDA APPROACH; ASYMMETRIC-SYNTHESIS; 1ST SYNTHESIS; CYCLOADDITION; CONSTRUCTION;
D O I
10.1016/j.tet.2016.11.005
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A concise approach to synthesize the 5-7-6 tricyclic carbon skeleton of the daphnane/tigliane diterpene natural products has been accomplished via a sequential gold-catalyzed furan formation and furan-allene [4+3] cycloaddition. This work provides new avenues for rapid and diverted synthesis of the medicinally important daphnane/tigliane diterpenes and their unnatural analogs. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4172 / 4177
页数:6
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