Literature DB >> 11348178

Enantioselective oxidative biaryl coupling reactions catalyzed by 1,5-diazadecalin metal complexes.

X Li1, J Yang, M C Kozlowski.   

Abstract

[reaction: see text]. Chiral 1,5-diaza-cis-decalins have been examined as ligands in the enantioselective oxidative biaryl coupling of substituted 2-naphthol derivatives. Under the optimal conditions employing a 1,5-diaza-cis-decalin copper(I) iodide complex with oxygen as the oxidant, rapid and highly selective couplings could be achieved (90-93% ee, 85% yield).

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Year:  2001        PMID： 11348178     DOI： 10.1021/ol015595x

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


  21 in total

1.  Synthesis of unsymmetrical o-biphenols and o-binaphthols via silicon-tethered Pd-catalyzed C-H arylation.

Authors:  Chunhui Huang; Vladimir Gevorgyan
Journal:  Org Lett       Date:  2010-05-21       Impact factor: 6.005

Review 2.  Aerobic copper-catalyzed organic reactions.

Authors:  Scott E Allen; Ryan R Walvoord; Rosaura Padilla-Salinas; Marisa C Kozlowski
Journal:  Chem Rev       Date:  2013-06-20       Impact factor: 60.622

3.  Asymmetric Synthesis of Gonytolide A: Strategic Use of an Aryl Halide Blocking Group for Oxidative Coupling.

Authors:  Xiaowei Wu; Takayuki Iwata; Adam Scharf; Tian Qin; Kyle D Reichl; John A Porco
Journal:  J Am Chem Soc       Date:  2018-04-25       Impact factor: 15.419

Review 4.  Total synthesis of chiral biaryl natural products by asymmetric biaryl coupling.

Authors:  Marisa C Kozlowski; Barbara J Morgan; Elizabeth C Linton
Journal:  Chem Soc Rev       Date:  2009-09-23       Impact factor: 54.564

Review 5.  Copper-Promoted Functionalization of Organic Molecules: from Biologically Relevant Cu/O2 Model Systems to Organometallic Transformations.

Authors:  Rachel Trammell; Khashayar Rajabimoghadam; Isaac Garcia-Bosch
Journal:  Chem Rev       Date:  2019-01-30       Impact factor: 60.622

6.  Enantioselective total synthesis of (S)-bisoranjidiol, an axially chiral bisanthraquinone.

Authors:  Erin E Podlesny; Marisa C Kozlowski
Journal:  Org Lett       Date:  2012-02-24       Impact factor: 6.005

7.  Development of Chiral Bis-hydrazone Ligands for the Enantioselective Cross-Coupling Reactions of Aryldimethylsilanolates.

Authors:  Scott E Denmark; Wen-Tau T Chang; K N Houk; Peng Liu
Journal:  J Org Chem       Date:  2014-12-10       Impact factor: 4.354

8.  Divergent approach to the bisanthraquinone natural products: total synthesis of (S)-bisoranjidiol and derivatives from binaphtho-para-quinones.

Authors:  Erin E Podlesny; Marisa C Kozlowski
Journal:  J Org Chem       Date:  2013-01-04       Impact factor: 4.354

9.  Perylenequinone natural products: enantioselective synthesis of the oxidized pentacyclic core.

Authors:  Carol A Mulrooney; Barbara J Morgan; Xiaolin Li; Marisa C Kozlowski
Journal:  J Org Chem       Date:  2010-01-01       Impact factor: 4.354

10.  Perylenequinone natural products: total syntheses of the diastereomers (+)-phleichrome and (+)-calphostin D by assembly of centrochiral and axial chiral fragments.

Authors:  Barbara J Morgan; Carol A Mulrooney; Erin M O'Brien; Marisa C Kozlowski
Journal:  J Org Chem       Date:  2010-01-01       Impact factor: 4.354
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