Asymmetric Total Syntheses of the trans-2-Aryl-6-alkyltetrahydropyrans Diospongin B and Parvistones D and E from a Common Precursor

被引：22

作者：

Li, Zhilong ^{[1
]}

Tong, Rongbiao ^{[1
,2
]}

机构：

[1] Hong Kong Univ Sci & Technol, Dept Chem, Kowloon, Hong Kong, Peoples R China

[2] HKUST Shenzhen Res Inst, Shenzhen 518057, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2016年 / 48卷 / 11期

基金：

中国国家自然科学基金;

关键词：

diospongin B; parvistone E; trans-tetrahydropyran; Achmatowicz rearrangement; 9-deoxygoniopypyrone; 8-epi-9-deoxygoniopypyrone; TRANSFER HYDROGENATION; NATURAL-PRODUCTS; STEREOSELECTIVE-SYNTHESIS; GONIOTHALAMUS-LEIOCARPUS; TETRAHYDROPYRAN RINGS; ALCOHOL DERIVATIVES; A-C; (+)-9-DEOXYGONIOPYPYRONE; OXIDATION; KETONES;

D O I：

10.1055/s-0035-1561592

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Asymmetric total syntheses of diospongin B and parvistones D and E are reported. Our strategy features a high-yielding three-step reaction sequence: Achmatowicz rearrangement, reductive -deoxygenation, and Matsuda-Heck coupling to construct the rare and challenging trans-2-aryl-6-alkyltetrahydropyrans, which serve as common intermediates for the syntheses of diospongin B, and parvistones D and E.

引用

页码：1630 / 1636

页数：7

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