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

Full Text: HTML

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 ...

Related Articles:

Synthesis, conformational properties, and antibody recognition of peptides containing. beta.-turn mimetics based on. alpha.-alkylproline derivatives

[Hinds; Welsh; Brennand; Fisher; Glennie; Richards; Turner; Robinson Journal of Medicinal Chemistry, 1991 , vol. 34, # 6 p. 1777 - 1789]

Design, synthesis, and dopamine receptor modulating activity of spiro bicyclic peptidomimetics of L-prolyl-L-leucyl-glycinamide

[Khalil, Ehab M.; Ojala, William H.; Pradhan, Ashish; Nair, Venugopalan D.; Gleason, William B.; Mishra, Ram K.; Johnson, Rodney L. Journal of Medicinal Chemistry, 1999 , vol. 42, # 4 p. 628 - 637]

More Articles...