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Large-scale Mannich-type reactions of (SS)-N-tert-butanesulfinyl-(3,3,3)-trifluoroacetaldimine with C-nucleophiles

✍ Scribed by Xie, Chen; Mei, Haibo; Wu, Lingmin; Han, Jianlin; Soloshonok, Vadim A.; Pan, Yi

Book ID: 125794390
Publisher: Elsevier Science
Year: 2014
Tongue: English
Weight: 689 KB
Volume: 165
Category: Article
ISSN: 0022-1139
DOI: 10.1016/j.jfluchem.2014.06.015

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## Abstract Deprotonation of the chiral __N__‐(__tert__‐butylsulfinyl) ketimine **1** followed by trapping with imines **2** afforded the β‐aminoimines **3** as the Mannich‐type products in high diastereoselectivities (99:1 __dr__). As versatile synthons chiral β‐amino imines **3** could be transfo