Formal nucleophilic substitution of bromocyclopropanes with amides en route to conformationally constrained β-amino acid derivatives.
A chemo- and diastereoselective protocol for the formal nucleophilic substitution of 2-bromocyclopropylcarboxamides with secondary amides is described. This method allows for convergent and highly selective synthesis of trans-β-aminocyclopropane carboxylic acid derivatives.
Prosser
Anthony R
AR
Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045-75832, USA.
Banning
Joseph E
JE
Rubina
Marina
M
Rubin
Michael
M
D000577:Amides / Q000737:chemistry*; D000596:Amino Acids / Q000737:chemistry*; D017605:Bromine Compounds / Q000737:chemistry*; D003521:Cyclopropanes / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation
D000577:Amides; D000596:Amino Acids; D017605:Bromine Compounds; D003521:Cyclopropanes