Literature DB >> 15876049

Short asymmetric synthesis of (-)- and (+)-cis-lauthisan.

M Carmen Carreño1, Renaud Des Mazery, Antonio Urbano, Françoise Colobert, Guy Solladié.   

Abstract

The asymmetric synthesis of both enantiomers of cis-lauthisan (3) is achieved in only six steps from diethyl pimelate (4), the key steps being the diastereodivergent reduction of beta-ketosulfoxide 7 and the highly cis-stereoselective Et(3)SiH/TMSOTf-promoted reductive cyclization of enantiopure hydroxy sulfinyl ketones (S)-14 and (R)-14.

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Year:  2005        PMID: 15876049     DOI: 10.1021/ol050620a

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


  3 in total

1.  Recent Advances in the Stereoselective Synthesis of Tetrahydrofurans.

Authors:  John P Wolfe; Michael B Hay
Journal:  Tetrahedron       Date:  2007-01-08       Impact factor: 2.457

2.  Stereoselective Synthesis of Substituted Oxocene Cores by Lewis Acid Promoted Cyclization.

Authors:  Arun K Ghosh; Anthony J Tomaine; Kelsey E Cantwell
Journal:  Org Lett       Date:  2016-01-27       Impact factor: 6.005

3.  Catalytic Synthesis of 1H-2-Benzoxocins: Cobalt(III)-Carbene Radical Approach to 8-Membered Heterocyclic Enol Ethers.

Authors:  Minghui Zhou; Lukas A Wolzak; Zirui Li; Felix J de Zwart; Simon Mathew; Bas de Bruin
Journal:  J Am Chem Soc       Date:  2021-11-21       Impact factor: 15.419

  3 in total

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