Literature DB >> 18489159

A new method for the synthesis of H(4)-BINOL.

Lars V Heumann1, Gary E Keck.   

Abstract

A method amenable to the gram scale synthesis of (R)-H 4-BINOL, a derivative of (R)-BINOL and ligand of interest in asymmetric catalysis, is described. The key step is the net partial hydrogenation of (R)-BINOL made possible by prior bis-etherification of the parent BINOL.

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Year:  2008        PMID： 18489159      PMCID： PMC2587137          DOI： 10.1021/jo8004556

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


  9 in total

1.  Convenient Preparation of Chiral Primary Alcohols via Catalytic Asymmetric Reduction of Aldehydes Using Bu(3)SnD.

Authors:  Gary E. Keck; Dhileepkumar Krishnamurthy
Journal:  J Org Chem       Date:  1996-11-01       Impact factor: 4.354

2.  Modified BINOL ligands in asymmetric catalysis.

Authors:  Yu Chen; Shahla Yekta; Andrei K Yudin
Journal:  Chem Rev       Date:  2003-08       Impact factor: 60.622

3.  Convenient and efficient reduction of 1,1'-binaphthyls to H8-1,1'-binaphthyl derivatives with Pd and Ru catalysts on solid support.

Authors:  Andrei Korostylev; Vitali I Tararov; Christine Fischer; Axel Monsees; Armin Börner
Journal:  J Org Chem       Date:  2004-04-30       Impact factor: 4.354

Review 4.  BINOL: a versatile chiral reagent.

Authors:  Jean Michel Brunel
Journal:  Chem Rev       Date:  2005-03       Impact factor: 60.622

5.  A catalytic asymmetric vinylogous Mukaiyama aldol reaction.

Authors:  Lars V Heumann; Gary E Keck
Journal:  Org Lett       Date:  2007-09-21       Impact factor: 6.005

6.  Catalytic asymmetric methallylation of ketones with an (H8-BINOLate)Ti-based catalyst.

Authors:  Jeung Gon Kim; Elizabeth H Camp; Patrick J Walsh
Journal:  Org Lett       Date:  2006-09-28       Impact factor: 6.005

7.  A highly enantioselective hetero-Diels-Alder reaction of aldehydes with Danishefsky's diene catalyzed by chiral titanium(IV) 5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2-naphthol complexes.

Authors:  Bin Wang; Xiaoming Feng; Yaozong Huang; Hui Liu; Xin Cui; Yaozhong Jiang
Journal:  J Org Chem       Date:  2002-04-05       Impact factor: 4.354

8.  Discovery of exceptionally efficient catalysts for solvent-free enantioselective hetero-Diels-Alder reaction.

Authors:  Jiang Long; Jieyu Hu; Xiaoqiang Shen; Baoming Ji; Kuiling Ding
Journal:  J Am Chem Soc       Date:  2002-01-09       Impact factor: 15.419

9.  Enantioselective Ring Opening of Epoxides with 4-Methoxyphenol Catalyzed by Gallium Heterobimetallic Complexes: An Efficient Method for the Synthesis of Optically Active 1,2-Diol Monoethers.

Authors:  Takehiko Iida; Noriyoshi Yamamoto; Shigeki Matsunaga; Hee-Gweon Woo; Masakatsu Shibasaki
Journal:  Angew Chem Int Ed Engl       Date:  1998-09-04       Impact factor: 15.336
  9 in total
  1 in total

1.  Base-promoted lipase-catalyzed kinetic resolution of atropisomeric 1,1'-biaryl-2,2'-diols.

Authors:  Gamal A I Moustafa; Kengo Kasama; Koichi Higashio; Shuji Akai
Journal:  RSC Adv       Date:  2019-01-09       Impact factor: 4.036
  1 in total

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