Literature DB >> 19072579

Versatile synthesis of the C3-C14 domain of 7-deoxyokadaic acid.

Timothy M Trygstad1, Yucheng Pang, Craig J Forsyth.   

Abstract

Described is a flexible synthesis of the C3-C14 domain of 7-deoxyokadaic acid that is amenable to facile structural diversification. Treatment of ynone 10 under acidic conditions led to net bis-conjugate addition of the latent diol to give the thermodynamically favored spiroketal 27, a versatile intermediate, en route to 7-deoxyokadaic acid and analogs.

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Year:  2009        PMID： 19072579     DOI： 10.1021/jo8017457

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  2 in total

1.  Total Synthesis and Biological Activity of the Arachidonic Acid Metabolite Hemiketal E2.

Authors:  Robert E Boer; Juan Antonio Giménez-Bastida; Olivier Boutaud; Somnath Jana; Claus Schneider; Gary A Sulikowski
Journal:  Org Lett       Date:  2018-06-19       Impact factor: 6.005

2.  Structure-Activity Relationship Studies Using Natural and Synthetic Okadaic Acid/Dinophysistoxin Toxins.

Authors:  Michael J Twiner; Gregory J Doucette; Yucheng Pang; Chao Fang; Craig J Forsyth; Christopher O Miles
Journal:  Mar Drugs       Date:  2016-11-04       Impact factor: 5.118
  2 in total

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