Literature DB >> 11348127

A mild anionic method for generating o-quinone methides: facile preparations of ortho-functionalized phenols.

R M Jones1, R W Van De Water, C C Lindsey, C Hoarau, T Ung, T R Pettus.   

Abstract

A low-temperature method for generating o-quinone methides is described which permits facile introduction of assorted R substituents onto the aryl ring system at low temperature. The method is useful for the efficient preparation of ortho-ring-alkylated phenols.

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Year:  2001        PMID: 11348127     DOI: 10.1021/jo001752e

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


  14 in total

1.  Total synthesis of (+)-rishirilide B: development and application of general processes for enantioselective oxidative dearomatization of resorcinol derivatives.

Authors:  Lupe H Mejorado; Thomas R R Pettus
Journal:  J Am Chem Soc       Date:  2006-12-13       Impact factor: 15.419

2.  Formation of vinyl-, vinylhalide- or acyl-substituted quaternary carbon stereogenic centers through NHC-Cu-catalyzed enantioselective conjugate additions of Si-containing vinylaluminums to β-substituted cyclic enones.

Authors:  Tricia L May; Jennifer A Dabrowski; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2010-12-20       Impact factor: 15.419

3.  Regioselective oxidation of phenols to o-quinones with o-iodoxybenzoic acid (IBX).

Authors:  Derek Magdziak; Andy A Rodriguez; Ryan W Van De Water; Thomas R R Pettus
Journal:  Org Lett       Date:  2002-01-24       Impact factor: 6.005

4.  A diastereoselective formal synthesis of berkelic acid.

Authors:  Todd A Wenderski; Maurice A Marsini; Thomas R R Pettus
Journal:  Org Lett       Date:  2010-12-07       Impact factor: 6.005

5.  New strategies for natural products containing chroman spiroketals.

Authors:  Jason C Green; G Leslie Burnett; Thomas R R Pettus
Journal:  Pure Appl Chem       Date:  2012       Impact factor: 2.453

6.  Strategies for the Preparation of Differentially Protected ortho-Prenylated Phenols.

Authors:  Christophe Hoarau; Thomas R R Pettus
Journal:  Synlett       Date:  2003       Impact factor: 2.454

7.  Unusual cycloadditions of o-quinone methides with oxazoles.

Authors:  Christopher C Lindsey; Thomas R R Pettus
Journal:  Tetrahedron Lett       Date:  2006-01-09       Impact factor: 2.415

8.  Rapid syntheses of benzopyrans from o-OBOC salicylaldehydes and salicyl alcohols: a three-component reaction.

Authors:  Ryan M Jones; Carolyn Selenski; Thomas R R Pettus
Journal:  J Org Chem       Date:  2002-10-04       Impact factor: 4.354

9.  Enantioselective total synthesis of all of the known chiral cleroindicins (C-F): clarification among optical rotations and assignments.

Authors:  Todd A Wenderski; Shenlin Huang; Thomas R R Pettus
Journal:  J Org Chem       Date:  2009-06-05       Impact factor: 4.354

10.  Diastereoselective dearomatization of resorcinols directed by a lactic acid tether: unprecedented enantioselective access to p-quinols.

Authors:  Lupe H Mejorado; Christophe Hoarau; Thomas R R Pettus
Journal:  Org Lett       Date:  2004-05-13       Impact factor: 6.005

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