Rhodium-Catalyzed [4+3] Cycloaddition to Furans: Direct Access to Functionalized Bicyclo[5.3.0]decane Derivatives

被引:7
|
作者
Krainz, Tanja [1 ]
Chow, Sharon [1 ]
Korica, Natasa [2 ]
Bernhardt, Paul V. [1 ]
Boyle, Glen M. [2 ]
Parsons, Peter G. [2 ]
Davies, Huw M. L. [3 ]
Williams, Craig M. [1 ]
机构
[1] Univ Queensland, Sch Chem & Mol Biosci, Brisbane, Qld 4072, Australia
[2] PO Royal Brisbane Hosp, QIMR Berghofer Med Res Inst, Brisbane, Qld 4029, Australia
[3] Emory Univ, Dept Chem, Atlanta, GA 30322 USA
基金
美国国家科学基金会; 澳大利亚研究理事会;
关键词
Cycloaddition; Furans; Rhodium; Homogeneous catalysis; Antitumor agents; CYCLOPROPANATION COPE REARRANGEMENT; PROTEIN-KINASE-C; ASYMMETRIC-SYNTHESIS; ORGANIC-SYNTHESIS; 7-MEMBERED RINGS; NATURAL-PRODUCTS; INGENOL; THAPSIGARGINS; STRATEGY; VINYLCARBENOIDS;
D O I
10.1002/ejoc.201501271
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient method to directly access the bicyclo[5.3.0]decane core was achieved by rhodium-catalyzed reaction of a novel donor-acceptor cyclopentenyl diazocarboxylate with a variety of furans. As this motif is commonly found within bioactive antitumor natural products, selected systems were further manipulated and evaluated against cancer cell lines sensitive to protein kinase C (PKC) activation.
引用
收藏
页码:41 / 44
页数:4
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