Tetrahedron

Enantioselective synthesis of (S)-timolol via kinetic resolution of terminal epoxides and dihydroxylation of allylamines

SV Narina, A Sudalai

文献索引：Narina, Srinivasarao V.; Sudalai, Arumugam Tetrahedron, 2007 , vol. 63, # 14 p. 3026 - 3030

全文：HTML全文

被引用次数: 16

摘要

An efficient enantioselective synthesis of (S)-timolol has been described using chiral Co– salen-catalyzed kinetic resolution of less expensive (±)-epichlorohydrin with 3-hydroxy-4-(N- morpholino)-1, 2, 5-thiadiazole in good overall yield (55%) and excellent enantioselectivity (98%). Synthesis of (S)-timolol has also been achieved using hydrolytic kinetic resolution as well as asymmetric dihydroxylation routes in 90% ee and 56% ee, respectively.