Concise Enantioselective Synthesis of Duloxetine via Direct Catalytic Asymmetric Aldol Reaction of Thioamide
- 11 April 2012
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 77 (9), 4496-4500
- https://doi.org/10.1021/jo300566p
Abstract
Direct catalytic asymmetric aldol reaction of thioamide offers a new entry to the concise enantioselective synthesis of duloxetine. The direct aldol protocol was scalable (>20 g) to afford the aldol product in 92% ee after LiAlH4 reduction, and 84% of the chiral ligand was recovered after recrystallization. The following four steps of transformation delivered duloxetine.Keywords
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