Literature DB >> 18465868

Stereodivergent catalytic doubly diastereoselective nitroaldol reactions using heterobimetallic complexes.

Yoshihiro Sohtome1, Yuko Kato, Shinya Handa, Naohiro Aoyama, Keita Nagawa, Shigeki Matsunaga, Masakatsu Shibasaki.   

Abstract

Stereodivergent construction of three contiguous stereocenters in catalytic doubly diastereoselective nitroaldol reactions of alpha-chiral aldehydes with nitroacetaldehyde dimethyl acetal using two types of heterobimetallic catalysts is described. A La-Li-BINOL (LLB) catalyst afforded anti,syn-nitroaldol products in >20:1-14:1 selectivity, and a Pd/La/Schiff base catalyst afforded complimentary syn,syn-nitroaldol products in 10:1-5:1 selectivity.

Entities:  

Mesh：

Substances：

Year:  2008        PMID： 18465868     DOI： 10.1021/ol800653d

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  2 in total

1.  Enantioselective synthesis of 2,2-disubstituted terminal epoxides via catalytic asymmetric Corey-Chaykovsky epoxidation of ketones.

Authors:  Toshihiko Sone; Akitake Yamaguchi; Shigeki Matsunaga; Masakatsu Shibasaki
Journal:  Molecules       Date:  2012-02-07       Impact factor: 4.411

2.  Catalytic asymmetric 1,4-additions of beta-keto esters to nitroalkenes promoted by a bifunctional homobimetallic Co2-Schiff base complex.

Authors:  Makoto Furutachi; Zhihua Chen; Shigeki Matsunaga; Masakatsu Shibasaki
Journal:  Molecules       Date:  2010-01-22       Impact factor: 4.411
  2 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.