Literature DB >> 26203668

Diastereoselective Synthesis of syn-β-Lactams Using Rh-Catalyzed Reductive Mannich-Type Reaction of α,β-Unsaturated Esters.

Motoyuki Isoda1, Kazuyuki Sato1, Masato Funakoshi1, Keiko Omura1, Atsushi Tarui1, Masaaki Omote1, Akira Ando1.   

Abstract

The combination of Et2Zn and RhCl(PPh3)3 led to the facile generation of a rhodium-hydride complex (Rh-H) that catalyzed the 1,4-reduction of α,β-unsaturated esters. The resulting rhodium enolate performed as a Reformatsky-type reagent and reacted with various imines to give syn-β-lactams in good to excellent yields with high diastereoselectivity.

Entities:  

Mesh:

Substances:

Year:  2015        PMID: 26203668     DOI: 10.1021/acs.joc.5b01233

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  3 in total

1.  Enantioselective, Lewis Base-Catalyzed, Intermolecular Sulfenoamination of Alkenes.

Authors:  Aaron Roth; Scott E Denmark
Journal:  J Am Chem Soc       Date:  2019-08-21       Impact factor: 15.419

2.  Catalytic Reductive Aldol and Mannich Reactions of Enone, Acrylate, and Vinyl Heteroaromatic Pronucleophiles.

Authors:  Cole C Meyer; Eliezer Ortiz; Michael J Krische
Journal:  Chem Rev       Date:  2020-03-19       Impact factor: 60.622

3.  Rh-Catalyzed reductive Mannich-type reaction and its application towards the synthesis of (±)-ezetimibe.

Authors:  Motoyuki Isoda; Kazuyuki Sato; Yurika Kunugi; Satsuki Tokonishi; Atsushi Tarui; Masaaki Omote; Hideki Minami; Akira Ando
Journal:  Beilstein J Org Chem       Date:  2016-07-27       Impact factor: 2.883

  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.