Literature DB >> 12098260

Convergent enantioselective synthesis of the tricyclic core of phomactin A.

Peter J Mohr1, Randall L Halcomb.   

Abstract

[reaction: see text] The tricyclic core of phomactin A was synthesized from 6,6-dimethyl-2-cyclohexen-1-one. Key reactions include the addition of a cyclohexenyllithium reagent to an epoxyaldehyde and a regioselective intramolecular epoxide opening to install the oxadecalin core.

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Year:  2002        PMID： 12098260     DOI： 10.1021/ol026159t

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


  8 in total

1.  Total synthesis of (±)-phomactin A. Lessons learned from respecting a challenging structural topology.

Authors:  Grant S Buchanan; Kevin P Cole; Yu Tang; Richard P Hsung
Journal:  J Org Chem       Date:  2011-08-05       Impact factor: 4.354

2.  Studies toward the synthesis of phomactin A. An approach to the macrocyclic core.

Authors:  Dawei Teng; Bo Wang; Alex J Augatis; Nancy I Totah
Journal:  Tetrahedron Lett       Date:  2007-06-25       Impact factor: 2.415

3.  Total synthesis of phomactin A.

Authors:  Yu Tang; Kevin P Cole; Grant S Buchanan; Gang Li; Richard P Hsung
Journal:  Org Lett       Date:  2009-04-02       Impact factor: 6.005

4.  Intramolecular cyclohexadienone annulations of Fischer carbene complexes: model studies for the synthesis of Phomactins.

Authors:  Jie Huang; Huan Wang; Chunrui Wu; William D Wulff
Journal:  Org Lett       Date:  2007-06-20       Impact factor: 6.005

5.  Constructing the Architecturally Distinctive ABD-Tricycle of Phomactin A through an Intramolecular Oxa-[3 + 3] Annulation Strategy.

Authors:  Grant S Buchanan; Kevin P Cole; Gang Li; Yu Tang; Ling-Feng You; Richard P Hsung
Journal:  Tetrahedron       Date:  2011-12-30       Impact factor: 2.457

6.  C-C Bond Cleavage Approach to Complex Terpenoids: Development of a Unified Total Synthesis of the Phomactins.

Authors:  Paul R Leger; Yusuke Kuroda; Stanley Chang; Justin Jurczyk; Richmond Sarpong
Journal:  J Am Chem Soc       Date:  2020-08-31       Impact factor: 15.419

7.  An Enantioselective Synthesis of the ABD Tricycle for (-)-Phomactin A Featuring Rawal's Asymmetric Diels-Alder Cycloaddition.

Authors:  Ling-Feng You; Richard P Hsung; Aaron A Bedermann; Aleksey V Kurdyumov; Yu Tang; Grant S Buchanan; Kevin P Cole
Journal:  Adv Synth Catal       Date:  2008-12-01       Impact factor: 5.837

8.  Okundoperoxide, a bicyclic cyclofarnesylsesquiterpene endoperoxide from Scleria striatinux with antiplasmodial activity.

Authors:  Simon M N Efange; Reto Brun; Sergio Wittlin; Joseph D Connolly; Thomas R Hoye; Thomas McAkam; Felix L Makolo; James A Mbah; Dorian P Nelson; Kennedy D Nyongbela; Clare K Wirmum
Journal:  J Nat Prod       Date:  2009-02-27       Impact factor: 4.050
  8 in total

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