Literature DB >> 12733915

The intramolecular, stereoselective addition of sulfoximine carbanions to alpha,beta-unsaturated esters.

Michael Harmata1, Xuechuan Hong.   

Abstract

ortho-Bromocinnamates can be coupled with methyl phenylsulfoximine to afford N-arylsulfoximines in excellent yield. Treatment of these products with an amide base results in a completely stereoselective cyclization to afford enantiomerically pure benzothiazines. This reaction is stereospecific.

Entities:  

Mesh：

Substances：

Year:  2003        PMID： 12733915     DOI： 10.1021/ja034744z

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  11 in total

1.  Benzothiazines in organic synthesis. An approach to floresolide B.

Authors:  Yugang Chen; Michael Harmata
Journal:  Tetrahedron Lett       Date:  2011-08-10       Impact factor: 2.415

2.  Toward the total synthesis of elisapterosin B: A Hg(OTf)(2)-promoted diastereoselective intramolecular Friedel-Crafts alkylation reaction.

Authors:  Weijiang Ying; Charles L Barnes; Michael Harmata
Journal:  Tetrahedron Lett       Date:  2011-01-12       Impact factor: 2.415

3.  Preparation of S-2-halophenyl-2,1-benzothiazines.

Authors:  Aswin Garimalla; Michael Harmata
Journal:  Tetrahedron       Date:  2021-02-10       Impact factor: 2.457

Review 4.  Synthesis and Transformations of NH-Sulfoximines.

Authors:  Michael Andresini; Arianna Tota; Leonardo Degennaro; James A Bull; Renzo Luisi
Journal:  Chemistry       Date:  2021-10-13       Impact factor: 5.020

5.  Benzothiazines in synthesis. Further studies of the intramolecular, stereoselective addition of sulfonimidoyl carbanions to alpha,beta-unsaturated functional groups.

Authors:  Michael Harmata; Kanok-on Rayanil; Vinson R Espejo; Charles L Barnes
Journal:  J Org Chem       Date:  2009-04-17       Impact factor: 4.354

6.  Benzothiazines in synthesis. A formal total synthesis of pseudopteroxazole.

Authors:  Michael Harmata; Zhengxin Cai; Yugang Chen
Journal:  J Org Chem       Date:  2009-08-07       Impact factor: 4.354

7.  Novel Pieces for the Emerging Picture of Sulfoximines in Drug Discovery: Synthesis and Evaluation of Sulfoximine Analogues of Marketed Drugs and Advanced Clinical Candidates.

Authors:  Juan Alberto Sirvent; Ulrich Lücking
Journal:  ChemMedChem       Date:  2017-03-22       Impact factor: 3.466

8.  N-Arylation of NH-Sulfoximines via Dual Nickel Photocatalysis.

Authors:  Alexander Wimmer; Burkhard König
Journal:  Org Lett       Date:  2019-04-02       Impact factor: 6.005

9.  Identification of Atuveciclib (BAY 1143572), the First Highly Selective, Clinical PTEFb/CDK9 Inhibitor for the Treatment of Cancer.

Authors:  Ulrich Lücking; Arne Scholz; Philip Lienau; Gerhard Siemeister; Dirk Kosemund; Rolf Bohlmann; Hans Briem; Ildiko Terebesi; Kirstin Meyer; Katja Prelle; Karsten Denner; Ulf Bömer; Martina Schäfer; Knut Eis; Ray Valencia; Stuart Ince; Franz von Nussbaum; Dominik Mumberg; Karl Ziegelbauer; Bert Klebl; Axel Choidas; Peter Nussbaumer; Matthias Baumann; Carsten Schultz-Fademrecht; Gerd Rühter; Jan Eickhoff; Michael Brands
Journal:  ChemMedChem       Date:  2017-10-16       Impact factor: 3.466

10.  Visible-Light-Mediated Photoredox-Catalyzed N-Arylation of NH-Sulfoximines with Electron-Rich Arenes.

Authors:  Alexander Wimmer; Burkhard König
Journal:  Adv Synth Catal       Date:  2018-08-02       Impact factor: 5.837
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.