Literature DB >> 17559223

Reconciling icetexane biosynthetic connections with their chemical synthesis: total synthesis of (+/-)-5,6-dihydro-6alpha-hydroxysalviasperanol, (+/-)-brussonol, and (+/-)-abrotanone.

Eric M Simmons1, Jennifer R Yen, Richmond Sarpong.   

Abstract

A unified strategy for the chemical synthesis of the icetexane diterpenoids brussonol and 5,6-dihydro-6alpha-hydroxysalviasperanol has led to a structural revision of the recently isolated natural products abrotandiol and abrotanone.

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Year:  2007        PMID： 17559223     DOI： 10.1021/ol0712428

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


  5 in total

1.  Ga(III)-catalyzed cycloisomerization approach to (+/-)-icetexone and (+/-)-epi-icetexone.

Authors:  Felipe de Jesus Cortez; Richmond Sarpong
Journal:  Org Lett       Date:  2010-04-02       Impact factor: 6.005

2.  Gallium(III)-catalyzed cycloisomerization approach to the diterpenoid alkaloids: construction of the core structure for the hetidines and hetisines.

Authors:  Amy M Hamlin; Felipe de Jesus Cortez; David Lapointe; Richmond Sarpong
Journal:  Angew Chem Int Ed Engl       Date:  2013-03-26       Impact factor: 15.336

3.  Synthetic studies on the icetexones: enantioselective formal syntheses of icetexone and epi-icetexone.

Authors:  Felipe de Jesus Cortez; David Lapointe; Amy M Hamlin; Eric M Simmons; Richmond Sarpong
Journal:  Tetrahedron       Date:  2013-07-08       Impact factor: 2.457

4.  Gold(I)-Catalyzed Activation of Alkynes for the Construction of Molecular Complexity.

Authors:  Ruth Dorel; Antonio M Echavarren
Journal:  Chem Rev       Date:  2015-04-06       Impact factor: 60.622

5.  Tandem C-H oxidation/cyclization/rearrangement and its application to asymmetric syntheses of (-)-brussonol and (-)-przewalskine E.

Authors:  Zhi-Wei Jiao; Yong-Qiang Tu; Qing Zhang; Wen-Xing Liu; Shu-Yu Zhang; Shao-Hua Wang; Fu-Min Zhang; Sen Jiang
Journal:  Nat Commun       Date:  2015-06-17       Impact factor: 14.919
  5 in total

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