Literature DB >> 12762659

Highly enantioselective deracemization of linear and vaulted biaryl ligands.

Yu Zhang1, Siu-Man Yeung, Hongqiao Wu, Douglas P Heller, Chunrui Wu, William D Wulff.   

Abstract

[reaction: see text] A copper-mediated deracemization of the vaulted biaryl ligands VANOL and VAPOL can be readily achieved in the presence of (-)-spartiene. The optimal procedure involves the in situ generation of copper(II) and leads to the reproducible formation of (S)-VANOL and (S)-VAPOL in greater than 99% ee from the racemates. This method is superior to existing procedures for BINOL (92% ee).

Entities:  

Mesh:

Substances:

Year:  2003        PMID: 12762659     DOI: 10.1021/ol0275769

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


  3 in total

1.  Total Synthesis of Aurofusarin: Studies on the Atropisomeric Stability of Bis-Naphthoquinones.

Authors:  Chao Qi; Wenyu Wang; Kyle D Reichl; James McNeely; John A Porco
Journal:  Angew Chem Int Ed Engl       Date:  2018-01-29       Impact factor: 15.336

Review 2.  Aerobic copper-catalyzed organic reactions.

Authors:  Scott E Allen; Ryan R Walvoord; Rosaura Padilla-Salinas; Marisa C Kozlowski
Journal:  Chem Rev       Date:  2013-06-20       Impact factor: 60.622

3.  Assignment and stereocontrol of hibarimicin atropoisomers.

Authors:  Ian M Romaine; Jonathan E Hempel; Ganesh Shanmugam; Hiroshi Hori; Yasuhiro Igarashi; Prasad L Polavarapu; Gary A Sulikowski
Journal:  Org Lett       Date:  2011-08-03       Impact factor: 6.005

  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.