Literature DB >> 25933102

Regiodivergent addition of phenols to allylic oxides.

David N Vaccarello1, Matthew J Moschitto1, Chad A Lewis1.   

Abstract

The regiodivergent addition of substituted phenols to allylic oxides has been demonstrated using C2-symmetric palladium complexes. Complex phenol donors tyrosine, estradiol, and griseofulvin follow the predictive model.

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Year:  2015        PMID： 25933102      PMCID： PMC4453764          DOI： 10.1021/acs.joc.5b00671

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


  15 in total

1.  Asymmetric transition-metal-catalyzed allylic alkylations: applications in total synthesis.

Authors:  Barry M Trost; Matthew L Crawley
Journal:  Chem Rev       Date:  2003-08       Impact factor: 60.622

2.  Studies in the biochemistry of micro-organisms: The metabolic products of Aspergillus terreus Thom. Part II. Two new chlorine-containing mould metabolic products, geodin and erdin.

Authors:  H Raistrick; G Smith
Journal:  Biochem J       Date:  1936-08       Impact factor: 3.857

3.  Studies in the biochemistry of micro-organisms: Griseofulvin, C(17)H(17)O(6)Cl, a metabolic product of Penicillium griseo-fulvum Dierckx.

Authors:  A E Oxford; H Raistrick; P Simonart
Journal:  Biochem J       Date:  1939-02       Impact factor: 3.857

4.  Palladium-catalyzed ortho-arylation of O-phenylcarbamates with simple arenes and sodium persulfate.

Authors:  Xiaodan Zhao; Charles S Yeung; Vy M Dong
Journal:  J Am Chem Soc       Date:  2010-04-28       Impact factor: 15.419

5.  Griseofulvin potentiates antitumorigenesis effects of nocodazole through induction of apoptosis and G2/M cell cycle arrest in human colorectal cancer cells.

Authors:  Y S Ho; J S Duh; J H Jeng; Y J Wang; Y C Liang; C H Lin; C J Tseng; C F Yu; R J Chen; J K Lin
Journal:  Int J Cancer       Date:  2001-02-01       Impact factor: 7.396

6.  Kinetic suppression of microtubule dynamic instability by griseofulvin: implications for its possible use in the treatment of cancer.

Authors:  Dulal Panda; K Rathinasamy; Manas K Santra; Leslie Wilson
Journal:  Proc Natl Acad Sci U S A       Date:  2005-06-28       Impact factor: 11.205

7.  Griseofulvin stabilizes microtubule dynamics, activates p53 and inhibits the proliferation of MCF-7 cells synergistically with vinblastine.

Authors:  Krishnan Rathinasamy; Bhavya Jindal; Jayant Asthana; Parminder Singh; Petety V Balaji; Dulal Panda
Journal:  BMC Cancer       Date:  2010-05-19       Impact factor: 4.430

8.  Regiodivergent addition of phenols to allylic oxides: control of 1,2- and 1,4-additions for cyclitol synthesis.

Authors:  Matthew J Moschitto; David N Vaccarello; Chad A Lewis
Journal:  Angew Chem Int Ed Engl       Date:  2014-12-22       Impact factor: 15.336

9.  Structure-based rationale for selectivity in the asymmetric allylic alkylation of cycloalkenyl esters employing the Trost 'Standard Ligand' (TSL): isolation, analysis and alkylation of the monomeric form of the cationic eta(3)-cyclohexenyl complex [(eta(3)-c-C6H9)Pd(TSL)]+.

Authors:  Craig P Butts; Emane Filali; Guy C Lloyd-Jones; Per-Ola Norrby; David A Sale; York Schramm
Journal:  J Am Chem Soc       Date:  2009-07-29       Impact factor: 15.419

10.  Investigation of steric and functionality limits in the enzymatic dihydroxylation of benzoate esters. Versatile intermediates for the synthesis of pseudo-sugars, amino cyclitols, and bicyclic ring systems.

Authors:  Fabrizio Fabris; Jonathan Collins; Bradford Sullivan; Hannes Leisch; Tomas Hudlicky
Journal:  Org Biomol Chem       Date:  2009-04-28       Impact factor: 3.876
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