Literature DB >> 14572275

Total synthesis of (+)-cystothiazole A.

Patrick L DeRoy1, André B Charette.   

Abstract

[structure: see text]. The total synthesis of cystothiazole A is described. Key steps of the synthesis include an Evans asymmetric catalytic aldol reaction, which established the required C4-C5 stereochemistry. The [2,4']-bis(thiazole) was obtained applying our methodology of electrophilic activation of amide. Semistabilized Wittig reaction between the phosphonium salt 3 and the aldehyde 2 afforded 1 in nine linear steps and 38% overall yield.

Entities:  

Year:  2003        PMID: 14572275     DOI: 10.1021/ol035600s

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


  4 in total

1.  Efficient and stereoselective dimerization of pyrroloindolizine derivatives inspired by a hypothesis for the biosynthesis of complex myrmicarin alkaloids.

Authors:  Mohammad Movassaghi; Alison E Ondrus; Bin Chen
Journal:  J Org Chem       Date:  2007-11-17       Impact factor: 4.354

2.  10-(2-Eth-oxy-1,3-thia-zol-5-yl)-10-hy-droxy-phenanthren-9(10H)-one.

Authors:  Hoong-Kun Fun; Jia Hao Goh; Yang Liu; Yan Zhang
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-08-11

3.  1'-Acetyl-3-phenyl-6-oxa-4-thia-2-aza-spiro-[bicyclo-[3.2.0]hept-2-ene-7,3'-indolin]-2'-one.

Authors:  Hoong-Kun Fun; Jia Hao Goh; Yang Liu; Yan Zhang
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-08-11

4.  Chemo- and Stereoselective Synthesis of Substituted Thiazoles from tert-Alcohols Bearing Alkene and Alkyne Groups with Alkaline Earth Catalysts.

Authors:  Srinivasarao Yaragorla; Dandugula Sneha Latha
Journal:  ACS Omega       Date:  2022-09-15
  4 in total

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