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Dynamic kinetic resolution of hemiaminals with axially chiral twisted amides

✍ Scribed by Shinji Yamada; Emiko Noguchi


Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
84 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis


Dynamic kinetic resolution of N-acylhemiaminals was performed by enantioselective acylation of the hydroxy groups with chiral twisted amides. The stereoselectivity was reversed in the presence of 4-DMAP. The absolute configuration of the products was determined based on the sign of CD Cotton effects.


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Kinetic resolution of sec-alcohols with
✍ Shinji Yamada; Takumi Ohe πŸ“‚ Article πŸ“… 1996 πŸ› Elsevier Science 🌐 French βš– 210 KB

Kinetic resolution of sec-alcohols was performed by using axially chiral twisted amides, 4-(S)-alkyl 3-pivaloyl-l,3-thiazolidine-2-thiones (lb-ld and 2). The (S)-pivalates were selectively produced under neutral conditions; in contrast, the (R)-isomers were produced as major products in the presence