Literature DB >> 22053815

Synthesis of the reported structure of trans-africanan-1α-ol.

Douglass F Taber1, Sha Bai, Weiwei Tian.   

Abstract

A trisubstituted cyclopentane chiron has been prepared by dynamic kinetic reduction of a pulegone-derived β-keto ester. This chiron served as the starting material for the synthesis of the reported structure of the tricyclic sesquiterpene trans-africanan-1α-ol. The synthetic material was not congruent with the natural product.
© 2011 American Chemical Society

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Year:  2011        PMID： 22053815      PMCID： PMC3248816          DOI： 10.1021/jo2018558

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


  10 in total

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3.  Mo-catalyzed asymmetric olefin metathesis in target-oriented synthesis: enantioselective synthesis of (+)-africanol.

Authors:  Gabriel S Weatherhead; G A Cortez; Richard R Schrock; Amir H Hoveyda
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4.  Diastereoselective Manipulations of Bicyclo[m.1.0]alkane Derivatives. 2. Nucleophilic Additions to the Carbonyl Carbons of Bicyclo[m.1.0]alkan-2-ones(1).

Authors:  Eugene A. Mash; Timothy M. Gregg; Michelle A. Kaczynski
Journal:  J Org Chem       Date:  1996-04-19       Impact factor: 4.354

5.  2-Carbomethoxycyclopent-2-enone.

Authors:  J N Marx; J H Cox; L R Norman
Journal:  J Org Chem       Date:  1972-12-29       Impact factor: 4.354

6.  Ozonolysis in solvent/water mixtures: direct conversion of alkenes to aldehydes and ketones.

Authors:  Charles E Schiaffo; Patrick H Dussault
Journal:  J Org Chem       Date:  2008-05-28       Impact factor: 4.354

7.  Synthetic studies on polymaxenolides: synthesis and structure elucidation of nominal epoxyafricanane and other africane-type sesquiterpenoids.

Authors:  Yutaka Matsuda; Yusuke Endo; Yoko Saikawa; Masaya Nakata
Journal:  J Org Chem       Date:  2011-07-06       Impact factor: 4.354

8.  A short synthesis of 10-hydroxy 7-spirocyclopropanated camphor.

Authors:  Yu-Rong Yang; Wei-Dong Z Li
Journal:  J Org Chem       Date:  2005-09-30       Impact factor: 4.354

9.  Relay ring-closing metathesis (RRCM): a strategy for directing metal movement throughout olefin metathesis sequences.

Authors:  Thomas R Hoye; Christopher S Jeffrey; Manomi A Tennakoon; Jizhou Wang; Hongyu Zhao
Journal:  J Am Chem Soc       Date:  2004-08-25       Impact factor: 15.419

10.  Efficient and Z-selective cross-metathesis of conjugated enynes.

Authors:  Eric C Hansen; Daesung Lee
Journal:  Org Lett       Date:  2004-06-10       Impact factor: 6.005
  10 in total

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