Literature DB >> 16683764

An unusual cationic [2 + 2] cycloaddition in a divergent total synthesis of hongoquercin A and rhododaurichromanic acid A.

Aleksey V Kurdyumov1, Richard P Hsung.   

Abstract

An unusual polyene cyclization pathway that led to a divergent total synthesis of hongoquercin A and rhododaurichromanic acid A is described here. This work uncovered a unique cationic cyclobutane formation that could be relevant to the biosynthetic pathway for the formation of cyclobutane containing terpenoids in addition to rhododaurichromanic acids.

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Year:  2006        PMID： 16683764     DOI： 10.1021/ja054872i

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  9 in total

1.  Total synthesis of atrochamins F, H, I, and J through cascade reactions.

Authors:  K C Nicolaou; Troy Lister; Ross M Denton; Christine F Gelin
Journal:  Tetrahedron       Date:  2008-05-19       Impact factor: 2.457

2.  Asymmetric oxidative cation/olefin cyclization of polyenes: evidence for reversible cascade cyclization.

Authors:  Charles A Mullen; Alison N Campbell; Michel R Gagné
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

3.  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

4.  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:  2008-12-18       Impact factor: 5.837

5.  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

6.  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

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

Review 8.  Advancing the Logic of Chemical Synthesis: C-H Activation as Strategic and Tactical Disconnections for C-C Bond Construction.

Authors:  Nelson Y S Lam; Kevin Wu; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2021-02-04       Impact factor: 16.823

9.  Meroterpenoid Synthesis via Sequential Polyketide Aromatization and Cationic Polyene Cyclization: Total Syntheses of (+)-Hongoquercin A and B and Related Meroterpenoids.

Authors:  Tsz-Kan Ma; Daniel C Elliott; Stephanie Reid; Andrew J P White; Philip J Parsons; Anthony G M Barrett
Journal:  J Org Chem       Date:  2018-10-22       Impact factor: 4.354
  9 in total

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