Tetrahedron

A general approach to medium-sized ring ethers via hydrolytic and oxidative kinetic resolutions: stereoselective syntheses of (−)-cis-lauthisan and (+)-isolaurepan

D Tripathi, SK Pandey, P Kumar

文献索引：Tripathi, Divya; Pandey, Satyendra Kumar; Kumar, Pradeep Tetrahedron, 2009 , vol. 65, # 11 p. 2226 - 2231

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被引用次数: 21

摘要

A short and enantioselective approach to medium ring ethers and its application to the syntheses of (−)-cis-lauthisan and (+)-isolaurepan are described. The synthetic strategy features Jacobson's Hydrolytic Kinetic Resolution (HKR), oxidative resolution of secondary alcohol, and highly diastereoselective Et3SiH/TMSOTf-promoted reductive cyclization of a hydroxy ketone to give exclusively the different medium-sized cis-disubstituted cyclic ...