Literature DB >> 19322440

The highly enantioselective phase-transfer catalytic mono-alkylation of malonamic esters.

Mi-Hyun Kim1, Sea-Hoon Choi, Yeon-Ju Lee, Jihye Lee, Keepyung Nahm, Byeong-Seon Jeong, Hyeung-Geun Park, Sang-Sup Jew.   

Abstract

The phase-transfer catalytic alkylation of N,N-dialkylmalonamic tert-butyl esters in the presence of 1 mol% of (S,S)-3,4,5-trifluorophenyl-NAS bromide afforded highly enantioselective (S)-mono-alpha-alkylated products (up to 96% ee), which could be readily converted into versatile chiral building blocks without loss of chirality.

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Year:  2009        PMID: 19322440     DOI: 10.1039/b821468a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  3 in total

1.  Asymmetric synthesis and receptor activity of chiral simplified resiniferatoxin (sRTX) analogues as transient receptor potential vanilloid 1 (TRPV1) ligands.

Authors:  Myeong Seop Kim; Yooran Ki; Song Yeon Ahn; Suyoung Yoon; Sung-Eun Kim; Hyeung-Geun Park; Wei Sun; Karam Son; Minghua Cui; Sun Choi; Larry V Pearce; Timothy E Esch; Ian A Deandrea-Lazarus; Peter M Blumberg; Jeewoo Lee
Journal:  Bioorg Med Chem Lett       Date:  2013-11-06       Impact factor: 2.823

2.  Enantio- and diastereoselective intermolecular Stetter reaction of glyoxamide and alkylidene ketoamides.

Authors:  Qin Liu; Tomislav Rovis
Journal:  Org Lett       Date:  2009-07-02       Impact factor: 6.005

3.  Pharmacological use of a novel scaffold, anomeric N,N-diarylamino tetrahydropyran: molecular similarity search, chemocentric target profiling, and experimental evidence.

Authors:  Arramshetti Venkanna; Oh Wook Kwon; Sualiha Afzal; Cheongyun Jang; Kyo Hee Cho; Dharmendra K Yadav; Kang Kim; Hyeung-Geun Park; Kwang-Hoon Chun; Sun Yeou Kim; Mi-Hyun Kim
Journal:  Sci Rep       Date:  2017-10-02       Impact factor: 4.379

  3 in total

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