Practical asymmetric synthesis of β-hydroxy-β-trifluoromethylated ketonesvia the first example of the in situ generation of trifluoro-acetaldehyde and its successive asymmetric carbon–carbon bond formation reaction with chiral imines,10.1039/B408226E

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Lactoyl-CoA 全氟丁基戊烷白叶藤碱全氟己基辛烷新白叶藤碱壳寡糖特色专题-生物多肽

Practical asymmetric synthesis of β-hydroxy-β-trifluoromethylated ketonesvia the first example of the in situ generation of trifluoro-acetaldehyde and its successive asymmetric carbon–carbon bond formation reaction with chiral imines

Kazumasa Funabiki,Wataru Hashimoto,Masaki Matsui

Chemical Communications Pub Date : 08/13/2004 00:00:00 , DOI:10.1039/B408226E

Abstract

Not only trifluoroactaldehyde ethyl hemiacetal or hydrate but also other polyfluoroalkylaldehydes acetals or hydrates react with an equimolar amount of various chiral imines, followed by hydrolysis to produce the corresponding (S)-β-hydroxy-β-polyfluoroalkyl ketones in good yields with good enantioselectivities; furthermore, the ee of the products can be improved by simple recrystallization.