159063-16-8Relevant academic research and scientific papers
A practical ex-chiral-pool synthesis of β-proline and homo-β-proline
Thomas, Christoph,Orecher, Florian,Gmeiner, Peter
, p. 1491 - 1496 (2007/10/03)
Starting from aspartic acid an efficient synthesis of enantiomerically pure β-proline and homo-β-proline is described. The key step of the synthesis includes formation of the 1,4-biselectrophile 6, followed by rearrangement via the aziridinium intermediate 7 and ring closure to give the pyrrolidinium salt 9a which can serve as a common precursor for both target compounds.
2-Dibenzylaminobutane-1,4-diol: A Versatile Intermediate for a Chirospecific β-amino Acid Synthesis
Gmeiner, Peter,Orecher, Florian,Thomas, Christoph,Weber, Klaus
, p. 381 - 382 (2007/10/02)
Starting from the chiral building block 1, which is readily available from natural aspartic acid, a concise and versatile synthesis of optically active β-amino acids including β-proline derivatives is reported.Regioselective transformations of the 1,4-bis-electrophile 2 are facilitated by an anchimeric participation.
An Efficient Method for the Synthesis of (R)-3-(1-Amino-1-methylethyl)pyrrolidines for the Antiinfective Agent, PD 138312
Fedij, Victor,Lenoir, Edward A.,Suto, Mark J.,Zeller, James R.,Wemple, James
, p. 1131 - 1134 (2007/10/02)
Methylcerium dichloride has been found to undergo bis addition to nitriles to produce tertiary carbinamines with retention of optical purity at the ? position.This result is used in the development of a short, economical synthesis of the 1,8-naphthyridine antiinfective agent, PD 138312.
Process for chiral 3-(1-amino-1,1-bisalkylmethyl)-1-substituted-pyrrolidines
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, (2008/06/13)
The process for the preparation of chiral 3-(1-amino-1,1-bisalkylmethyl)-1-substituted-pyrrolidines used as key intermediates for the preparation of naphthyridine and quinolone antibacterial agents which comprises reacting readily available chiral 1-subst
