Asymmetric synthesis of chiral amines by highly diastereoselective 1 , 2-additions of organometallic reagents to N-tert-Butanesulfinyl Imines

Content Provider	Semantic Scholar
Author	Babu, C. Reddy, Buchi Reguri Mukkanti, Khagga Srinivasulu, A.
Copyright Year	2013
Abstract	We report an asymmetric synthesis of chiral amines (4S,5S)-Cytoxazone, Taxol side chain moiety and (S)Levetiracetam starting from versatile new chiral Nsulfinimine (4). The key step, stereoselective 1,2-addition of Grignard reagent to chiral N-sulfinimine derived from (R)-glyceraldehyde acetonide and (S)-t-BSA gave the corresponding sulfonamide in high diastereoselectivity. Subsequent reactions yielded the targeted biological active and pharmaceutical important compounds with high purity (>99%) and yield O O N S O Chiral N-sulfinimine S O Mg R1 N Br O O H R1 = 1) P-OMePh 2) C6H5 3) C2H5 Targent chiral amines 1) (4S,5S)-Cytoxazone 2) Taxol side chain moiety 3) (S)-Levetiracetam
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Language	English
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