Literature DB >> 16895386

Enantioselective organocatalytic tandem Michael-Aldol reactions: one-pot synthesis of chiral thiochromenes.

Wei Wang1, Hao Li, Jian Wang, Liansuo Zu.   

Abstract

A highly enantioselective (S) diphenylpyrrolinol silyl ether promoted tandem Michael-aldol reaction of alpha,beta-unsaturated aldehydes with 2-mercaptobenzaldehydes has been developed. The method affords one-pot access to chiral and synthetically useful thiochromenes in high yields and high enantioselectivities from readily available compounds.

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Year:  2006        PMID： 16895386     DOI： 10.1021/ja063328m

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


  13 in total

1.  Developing novel organocatalyzed aldol reactions for the enantioselective synthesis of biologically active molecules.

Authors:  Mayur Bhanushali; Cong-Gui Zhao
Journal:  Synthesis (Stuttg)       Date:  2011-06       Impact factor: 3.157

2.  Antiproliferative activity of novel thiopyran analogs on MCF-7 breast and HCT-15 colon cancer cells: synthesis, cytotoxicity, cell cycle analysis, and DNA-binding.

Authors:  Fatemeh Tavakolinia; Tayebeh Baghipour; Zinatossadat Hossaini; Daryoush Zareyee; Mohammad A Khalilzadeh; Mehdi Rajabi
Journal:  Nucleic Acid Ther       Date:  2012-08-16       Impact factor: 5.486

3.  Synthesis of function-oriented 2-phenyl-2H-chromene derivatives using L-pipecolinic acid and substituted guanidine organocatalysts.

Authors:  Bhaskar C Das; Seetaram Mohapatra; Philip D Campbell; Sabita Nayak; Sakkarapalayam M Mahalingam; Todd Evans
Journal:  Tetrahedron Lett       Date:  2010-05-01       Impact factor: 2.415

4.  Facile and efficient synthesis of functionalized iminothiopyran and isothiochromen via one-pot multicomponent reactions.

Authors:  Hosein Hamadi; Mehdi Khoobi; Zinatossadat Hossaini; Abbas Shafiee
Journal:  Mol Divers       Date:  2010-04-22       Impact factor: 2.943

5.  Organocatalytic Highly Enantioselective Tandem Michael-Knoevenagel Reaction for the Synthesis of Substituted Thiochromanes.

Authors:  Rajasekhar Dodda; Tanmay Mandal; Cong-Gui Zhao
Journal:  Tetrahedron Lett       Date:  2008-03-17       Impact factor: 2.415

6.  7-Chloro-4-(2,5-dichloro-phen-yl)-1-phenyl-1H-thio-chromeno[2,3-b]pyridine-2,5(3H,4H)-dione.

Authors:  Li-Rong Wen; Chen Ji; Ji-Hui Sun; Huai-Yuan Xie
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-03-05

7.  Synthesis of 2,3,4-Trisubstituted Thiochromanes using an Organocatalytic Enantioselective Tandem Michael-Henry Reaction.

Authors:  Rajasekhar Dodda; Joshua J Goldman; Tanmay Mandal; Cong-Gui Zhao; Grant A Broker; Edward R T Tiekink
Journal:  Adv Synth Catal       Date:  2008-02-26       Impact factor: 5.837

8.  Catalytic asymmetric conjugate addition of simple alkyl thiols to alpha,beta-unsaturated N-acylated oxazolidin-2-ones with bifunctional catalysts.

Authors:  Yan Liu; Bingfeng Sun; Baomin Wang; Matthew Wakem; Li Deng
Journal:  J Am Chem Soc       Date:  2009-01-21       Impact factor: 15.419

9.  An Asymmetric Organocatalytic Quadruple Cascade to Tetraaryl-Substituted 2-Azabicyclo[3.3.0]octadienones.

Authors:  Céline Joie; Kristina Deckers; Gerhard Raabe; Dieter Enders
Journal:  Synthesis (Stuttg)       Date:  2014-06-01       Impact factor: 3.157

10.  Organocatalytic Asymmetric Synthesis of Functionalized 1,3,5-Triarylpyrrolidin-2-ones via an Aza-Michael/Aldol Domino Reaction.

Authors:  Céline Joie; Kristina Deckers; Dieter Enders
Journal:  Synthesis (Stuttg)       Date:  2014-03-01       Impact factor: 3.157
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