Literature DB >> 10814467

Synthesis of the apoptosis inducing agent apoptolidin. Assembly of the C(16)-C(28) fragment.

G A Sulikowski1, W M Lee, B Jin, B Wu.   

Abstract

[reaction--see text] A stereoselective synthesis of the C(16)-C(28) fragment of the apoptosis inducing agent apoptolidin is described. Key steps include two propionate aldol reactions and a stereoselective Mukaiyama aldol addition of enolsilane 19 to beta-methoxy aldehyde 4.

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Year:  2000        PMID： 10814467     DOI： 10.1021/ol005769v

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


  4 in total

1.  Chelation-controlled ester-derived titanium enolate aldol reaction: diastereoselective syn-aldols with mono- and bidentate aldehydes.

Authors:  Arun K Ghosh; Jae-Hun Kim
Journal:  Tetrahedron Lett       Date:  2002-07-17       Impact factor: 2.415

2.  Apoptolidins B and C: isolation, structure determination, and biological activity.

Authors:  Paul A Wender; Martin Sukopp; Kate Longcore
Journal:  Org Lett       Date:  2005-07-07       Impact factor: 6.005

3.  Total synthesis of apoptolidin A.

Authors:  Michael T Crimmins; Hamish S Christie; Alan Long; Kleem Chaudhary
Journal:  Org Lett       Date:  2009-02-19       Impact factor: 6.005

4.  Synthesis and evaluation of the cytotoxicity of apoptolidinones A and D.

Authors:  Victor P Ghidu; Jingqi Wang; Bin Wu; Qingsong Liu; Aaron Jacobs; Lawrence J Marnett; Gary A Sulikowski
Journal:  J Org Chem       Date:  2008-06-11       Impact factor: 4.354
  4 in total

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