Enantio- and diastereoselective synthesis of tetrahydrofuro[2,3-b]furan-2(3H)-one derivatives and related oxygen heterocycles via an asymmetric organocatalytic cascade process

被引：19

作者：

Zhao, Wei-Wei ^{[1
]}

Liu, Yan-Kai ^{[1
,2
]}

机构：

[1] Ocean Univ China, Sch Med & Pharm, Chinese Minist Educ, Key Lab Marine Drugs, Qingdao 266003, Peoples R China

[2] Qingdao Natl Lab Marine Sci & Technol, Lab Marine Drugs & Bioprod, Qingdao 266003, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2017年 / 4卷 / 12期

关键词：

ONE-POT SYNTHESIS; REARRANGED SPONGIAN DITERPENES; RING-CLEAVAGE REACTIONS; ENANTIOSELECTIVE SYNTHESIS; DIARYLHEPTANOID SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; ALPHA-FUNCTIONALIZATION; FACILE SYNTHESIS; ALDEHYDES; CYCLIZATION;

D O I：

10.1039/c7qo00621g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Tetrahydrofuro[2,3-b]furan-2(3H)-one derivatives bearing four stereogenic centers were achieved via an asymmetric organocatalytic cascade process with excellent stereoselectivity in one single operation and H2O as the only side product. The alpha,beta-unsaturated carboxylic acid plays two important roles in the cascade process: the Michael acceptor and acidic co-catalyst for enamine catalysis.

引用

页码：2358 / 2363

页数：6

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