160237-87-6Relevant academic research and scientific papers
DBU-Promoted Dynamic Kinetic Resolution in Rh-Catalyzed Asymmetric Transfer Hydrogenation of 5-Alkyl Cyclic Sulfamidate Imines: Stereoselective Synthesis of Functionalized 1,2-Amino Alcohols
Kim, Hyeong Rae,Achary, Raghavendra,Lee, Hyeon-Kyu
, p. 11987 - 11999 (2018/09/27)
Dynamic kinetic resolution (DKR)-driven asymmetric transfer hydrogenation of 5-alkyl cyclic sulfamidate imine produces the corresponding sulfamidate with excellent levels of diastereo- and enantioselectivity by employing a HCO2H/DBU mixture as
A practical route to enantiopure 3-hydroxy-pyrrolidines: application to a straightforward synthesis of (-)-bulgecinine
Toumi, Mathieu,Couty, Fran?ois,Evano, Gwilherm
, p. 1175 - 1179 (2008/09/18)
A practical synthesis of enantiopure substituted 3-hydroxy-pyrrolidines is reported. In four steps, starting from commercially available amino acids as chiral educts, this method allows for an efficient preparation of a variety of 3-hydroxy-pyrrolidines, as well as 3-hydroxy-piperidines and azepanes. Application of this methodology for a straightforward asymmetric synthesis of (-)-bulgecinine is also described.
Allylation of aldehydes and imines: Promoted by reuseable polymer-supported sulfonamide of N-glycine
Li, Gui-Long,Zhao, Gang
, p. 633 - 636 (2007/10/03)
A allylation of aldehydes and imines (generated in situ from aldehydes and amines) with allyltributyltin promoted by recoverable and reusable the polymer-supported sulfonamide of N-glycine has been developed. Good to high yields were obtained in various cases. Most of the SnBu3 residue can be recovered as Bu3SnCl. Highly stereoselective synthesis of N-Boc-(2S,3S)-3-hydroxy-2-phenylpiperidine 7 was achieved by using the P4a-mediated allylation of Boc-L-phenylglycinal as a key step.
Enantioselective synthesis of NK-1 receptor antagonists (+)-CP-99,994 and (+)-CP-122,721
Yamazaki, Naoki,Atobe, Masakazu,Kibayashi, Chihiro
, p. 7979 - 7982 (2007/10/03)
An enantioselective total synthesis of NK-1 receptor antagonists, (+)-CP-99,994 and (+)-CP-122,721, is described. The key steps are diastereoselective addition of vinyllithium to a chiral benzaldehyde oxime ether and diastereoselective borane reduction of
Structure-activity studies of antitumor taxanes: Synthesis of novel C-13 side chain homologated taxol and taxotere analogs
Jayasinghe,Datta,Ali,Zygmunt,Vander Velde,Georg
, p. 2981 - 2984 (2007/10/02)
Taxol and taxotere analogs with one carbon homologated side chains were synthesized from 10-deacetylbaccatin III and a key oxazolidineacetic acid intermediate, which was synthesized in four steps from (S)-(+)-2- phenylglycine. 10-Deacetyl-1a'-homotaxol and 1a'-homotaxotere were at least 27 times less active than taxol in the microtubule assembly assay. The inability of these homologs to induce microtubule formation may be due to unfavorable solution conformations, preventing productive interactions with the taxol binding site on microtubules.
