Total synthesis and stereochemical assignment of cryptolatifolione

被引:7
|
作者
Novaes, Luiz F. T. [1 ]
Sarotti, Ariel M. [2 ]
Pilli, Ronaldo A. [1 ]
机构
[1] Univ Estadual Campinas, UNICAMP, Inst Quim, Dept Quim Organ, BR-13084971 Campinas, SP, Brazil
[2] Univ Nacl Rosario, CONICET, Fac Ciencias Bioquim & Farmaceut, Inst Quim Rosario, RA-2000 Rosario, Santa Fe, Argentina
基金
巴西圣保罗研究基金会;
关键词
ANALOGS;
D O I
10.1039/c5ra09186a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An enantioselective total synthesis of cryptolatifolione and its C-8 epimer is presented in a protecting-group-free fashion. The synthesis relied on the use of a catalytic double Krische allylation, catalytic olefin metathesis and a C-H oxidation. Comparison of spectroscopic data of the synthetic isomers and natural product made possible the unambiguous elucidation of the absolute configuration of cryptolatifolione.
引用
收藏
页码:53471 / 53476
页数:6
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