Synlett

4-Alkyl-2-trichloromethyloxazolidin-5-ones: Valuable precursors to enantiomerically pure C-and N-protected α-alkyl prolines

H Wang, JP Germanas

Index: Wang, Harry; Germanas, Juris P. Synlett, 1999 , # 1 p. 33 - 36

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Citation Number: 25

Abstract

Abstract: An efficient, economical and enantioselective method for preparation of various mono-and diprotected a-substituted proline derivatives is described. The lithium enolate of known 2-trichloromethyloxazolidin-5-one 3b reacted with electrophiles to furnish the 4- alkyloxazolidinones 4a-d with high diastereoselectivity and in good yields. The oxazolidinones 4 represented versatile synthons that could be converted in a single step ...