Literature DB >> 24442180

"Sulfolefin": a mixed sulfinamido-olefin ligand in enantioselective rhodium-catalyzed addition of arylboronic acids to trifluoromethyl ketones.

Victoria Valdivia1, Inmaculada Fernández, Noureddine Khiar.   

Abstract

Performing catalytic enantioselective carbon-carbon bond forming reactions, especially for the synthesis of tertiary carbinols, is one of the most challenging goals in modern asymmetric synthesis. Herein, we report an efficient enantioselective catalytic approach for the 1,2-addition of arylboronic acids to trifluoromethyl ketones affording tertiary trifluoromethyl-substituted alcohols with high yields and good enantioselectivities. The reported process uses as a catalyst precursor the shelf stable sulfinamido-olefin ligand 1, "sulfolefin", obtained on a multigram scale and in one step from a sugar derived sulfinate ester.

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Year:  2014        PMID: 24442180     DOI: 10.1039/c3ob41888j

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  1 in total

1.  Pd-catalyzed synthesis of 1-(hetero)aryl-2,2,2-trichloroethanols using chloral hydrate and (hetero)arylboroxines.

Authors:  Minori Shimizu; Yuta Okuda; Koki Toyoda; Ryo Akiyama; Hiraku Shinozaki; Tetsuya Yamamoto
Journal:  RSC Adv       Date:  2021-05-18       Impact factor: 3.361

  1 in total

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