Asymmetric synthesis of cis-5-substituted pyrrolidine 2-phosphonates using metal carbenoid NH insertion and delta-amino beta-ketophosphonates.
Cis-5-substituted pyrrolidine phosphonates, proline surrogates, are prepared by a highly stereoselective intramolecular metal carbenoid N-H insertion from a sulfinimine-derived delta-amino alpha-diazo beta-ketophosphonate. [reaction: see text]
Davis
Franklin A
FA
Department of Chemistry, Temple University, Philadelphia, PA 19122, USA. fdavis@temple.edu
Wu
Yongzhong
Y
Xu
He
H
Zhang
Junyi
J
D000588:Amines / Q000737:chemistry; D008670:Metals; D063065:Organophosphonates / Q000138:chemical synthesis*; D011759:Pyrrolidines / Q000138:chemical synthesis*
D000588:Amines; D008670:Metals; D063065:Organophosphonates; D011759:Pyrrolidines