Literature DB >> 23362985

Catalytic asymmetric synthesis of cyclic sulfamides from conjugated dienes.

Richard G Cornwall1, Baoguo Zhao, Yian Shi.   

Abstract

This paper describes the catalytic asymmetric diamination of alkyl dienes using N,N'-di-tert-butylthiadiaziridine 1,1-dioxide in the presence of Pd(0) and a chiral phosphoramidite ligand to give cyclic sulfamides in high yield and high ee. The diamination is also amenable to gram scale.

Entities:  

Mesh：

Substances：

Year:  2013        PMID： 23362985      PMCID： PMC3587789          DOI： 10.1021/ol303469a

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


  69 in total

1.  An intermolecular palladium-catalyzed diamination of unactivated alkenes.

Authors:  Alvaro Iglesias; Edwin G Pérez; Kilian Muñiz
Journal:  Angew Chem Int Ed Engl       Date:  2010-10-25       Impact factor: 15.336

2.  Cyclosulfamide-based derivatives as inhibitors of noroviruses.

Authors:  Dengfeng Dou; Sivakoteswara R Mandadapu; Kevin R Alliston; Yunjeong Kim; Kyeong-Ok Chang; William C Groutas
Journal:  Eur J Med Chem       Date:  2011-10-20       Impact factor: 6.514

3.  Chiral tertiary diamines in asymmetric synthesis.

Authors:  Jean-Claude Kizirian
Journal:  Chem Rev       Date:  2007-12-15       Impact factor: 60.622

4.  Palladium-catalyzed asymmetric [3+3] cycloaddition of trimethylenemethane derivatives with nitrones.

Authors:  Ryo Shintani; Soyoung Park; Wei-Liang Duan; Tamio Hayashi
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

Review 5.  Update 1 of: α,β-Diamino acids: biological significance and synthetic approaches.

Authors:  Alma Viso; Roberto Fernández de la Pradilla; Mariola Tortosa; Ana García; Aida Flores
Journal:  Chem Rev       Date:  2011-02-09       Impact factor: 60.622

6.  Copper-promoted and copper-catalyzed intermolecular alkene diamination.

Authors:  Fatima C Sequeira; Benjamin W Turnpenny; Sherry R Chemler
Journal:  Angew Chem Int Ed Engl       Date:  2010-08-23       Impact factor: 15.336

7.  Gold(I)-catalyzed intramolecular dihydroamination of allenes with N,N'-disubstituted ureas to form bicyclic imidazolidin-2-ones.

Authors:  Hao Li; Ross A Widenhoefer
Journal:  Org Lett       Date:  2009-06-18       Impact factor: 6.005

Review 8.  Vicinal diamino functionalities as privileged structural elements in biologically active compounds and exploitation of their synthetic chemistry.

Authors:  S R S Saibabu Kotti; Cody Timmons; Guigen Li
Journal:  Chem Biol Drug Des       Date:  2006-02       Impact factor: 2.817

9.  Catalytic asymmetric allylic and homoallylic diamination of terminal olefins via formal C-H activation.

Authors:  Haifeng Du; Baoguo Zhao; Yian Shi
Journal:  J Am Chem Soc       Date:  2008-06-13       Impact factor: 15.419

10.  Mechanism of N-fluorobenzenesulfonimide promoted diamination and carboamination reactions: divergent reactivity of a Pd(IV) species.

Authors:  Paul A Sibbald; Carolyn F Rosewall; Rodney D Swartz; Forrest E Michael
Journal:  J Am Chem Soc       Date:  2009-11-04       Impact factor: 15.419
View more
  15 in total

Review 1.  Cross-Coupling of Heteroatomic Electrophiles.

Authors:  Katerina M Korch; Donald A Watson
Journal:  Chem Rev       Date:  2019-06-11       Impact factor: 60.622

2.  Regioselective and Diastereoselective Aminoarylation of 1,3-Dienes.

Authors:  Hongli Bao; Liela Bayeh; Uttam K Tambar
Journal:  Chem Sci       Date:  2014-12-01       Impact factor: 9.825

3.  2-Azadienes as Enamine Umpolung Synthons for the Preparation of Chiral Amines.

Authors:  Steven J Malcolmson; Kangnan Li; Xinxin Shao
Journal:  Synlett       Date:  2019-03-26       Impact factor: 2.454

4.  Asymmetric Palladium-Catalyzed Alkene Carboamination Reactions for the Synthesis of Cyclic Sulfamides.

Authors:  Zachary J Garlets; Kaia R Parenti; John P Wolfe
Journal:  Chemistry       Date:  2016-03-10       Impact factor: 5.236

5.  Regio- and Enantioselective Synthesis of 1,2-Diamine Derivatives by Copper-Catalyzed Hydroamination.

Authors:  Saki Ichikawa; Xi-Jie Dai; Stephen L Buchwald
Journal:  Org Lett       Date:  2019-05-17       Impact factor: 6.005

6.  Copper-Catalyzed Alkene Diamination: Synthesis of Chiral 2-Aminomethyl Indolines and Pyrrolidines.

Authors:  Benjamin W Turnpenny; Sherry R Chemler
Journal:  Chem Sci       Date:  2014-05-01       Impact factor: 9.825

7.  Influence of catalyst structure and reaction conditions on anti- versus syn-aminopalladation pathways in Pd-catalyzed alkene carboamination reactions of N-allylsulfamides.

Authors:  Ryan M Fornwald; Jonathan A Fritz; John P Wolfe
Journal:  Chemistry       Date:  2014-06-17       Impact factor: 5.236

8.  Catalytic, Enantioselective syn-Diamination of Alkenes.

Authors:  Zhonglin Tao; Bradley B Gilbert; Scott E Denmark
Journal:  J Am Chem Soc       Date:  2019-11-19       Impact factor: 15.419

9.  Enantioselective Synthesis of anti-1,2-Diamines by Cu-Catalyzed Reductive Couplings of Azadienes with Aldimines and Ketimines.

Authors:  Xinxin Shao; Kangnan Li; Steven J Malcolmson
Journal:  J Am Chem Soc       Date:  2018-05-30       Impact factor: 15.419

10.  Stereocontrolled synthesis of bicyclic ureas and sulfamides via Pd-catalyzed alkene carboamination reactions.

Authors:  Nicholas R Babij; Jordan R Boothe; Grace M McKenna; Ryan M Fornwald; John P Wolfe
Journal:  Tetrahedron       Date:  2019-04-20       Impact factor: 2.457
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.