Asymmetric Carbon−Carbon Bond Formations in Conjugate Additions of Lithiated N-Boc Allylic and Benzylic Amines to Nitroalkenes:  Enantioselective Synthesis of Substituted Piperidines, Pyrrolidines, and Pyrimidinones

(−)-Sparteine mediated lithiations of N-Boc-allylic and benzylic amines provide configurationally stable intermediates which on conjugate additions to nitroalkenes provide highly enantioenriched enecarbamate products in good yields, and with high diastereoselectivities. Straightforward transformatio...

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Veröffentlicht in:	Journal of the American Chemical Society 2002-10, Vol.124 (39), p.11689-11698
Hauptverfasser:	Johnson, Timothy A, Jang, Doo Ok, Slafer, Brian W, Curtis, Michael D, Beak, Peter
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkenes - chemistry Amines - chemistry Benzylamines - chemistry Formic Acid Esters - chemistry Lithium - chemistry Nitro Compounds - chemistry Organometallic Compounds - chemistry Piperidines - chemical synthesis Pyrimidinones - chemical synthesis Pyrrolidines - chemical synthesis Stereoisomerism
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