Straightforward Synthesis of Enantiopure 2,3-Dihydrobenzofurans by a Sequential Stereoselective Biotransformation and Chemical Intramolecular Cyclization

被引:43
作者
Mangas-Sanchez, Juan [1 ]
Busto, Eduardo [1 ]
Gotor-Fernandez, Vicente [1 ]
Gotor, Vicente [1 ]
机构
[1] Univ Oviedo, Inst Univ Biotecnol Asturias, Dept Quim Organ & Inorgan, E-33006 Oviedo, Spain
关键词
ASYMMETRIC INDUCTION; COMBINATION; ANALOGS; ETHERS;
D O I
10.1021/ol101336y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new family of optically active 2,3-dihydrobenzofurans has been prepared by a simple chemoenzymatic asymmetric strategy. This synthetic approach is based on the combination of a lipase-mediated kinetic resolution of 1-aryl-2-propanols or bioreduction of the corresponding ketones followed by an intramolecular cyclization reaction. These novel compounds have been prepared in enantiopure form and in good overall yield through a straightforward route.
引用
收藏
页码:3498 / 3501
页数:4
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