Total Synthesis and Structure Revision of Halioxepine

被引:6
作者
Poock, Caroline [1 ]
Kalesse, Markus [1 ,2 ,3 ]
机构
[1] Leibniz Univ Hannover, Inst Organ Chem, Schneiderberg 1B, D-30167 Hannover, Germany
[2] Leibniz Univ Hannover, Ctr Biomol Drug Res BMWZ, Schneiderberg 38, D-30167 Hannover, Germany
[3] Helmholtz Ctr Infect Res HZI, Inhoffenstr 7, D-38124 Braunschweig, Germany
关键词
halo etherification; natural product synthesis; quaternary stereocenter; structure elucidation; terpenoids; ALPHA; BETA-UNSATURATED CARBONYL-COMPOUNDS; FORMAL TOTAL-SYNTHESIS; BIOLOGICAL EVALUATION; CONJUGATE REDUCTION; SPONGE; PHENYLETHYLAMINE; DERIVATIVES; FRAGMENT; HYDRIDE;
D O I
10.1002/chem.202004847
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first total synthesis of halioxepine is accomplished using a 1,4-addition for constructing the quaternary center at C10 and a halo etherification for the generation of the tertiary ether at C7. The correct structure of halioxepine was determined by assembling different enantiomeric building blocks and by changing the relative configuration between C10 and C15.
引用
收藏
页码:1615 / 1619
页数:5
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