A Highly Efficient Reaction for the Synthesis of Esters and for the Inversion of Secondary Alcohols

1994 ◽  
Vol 116 (21) ◽  
pp. 9739-9740 ◽  
Author(s):  
Jean Boivin ◽  
Eric Henriet ◽  
Samir Z. Zard
Keyword(s):  
Secondary Alcohols ◽  
Highly Efficient

A Highly Efficient Conversion of Primary or Secondary Alcohols into Fluorides with n-Perfluorobutanesulfonyl Fluoride-Tetrabutylammonium Triphenyldifluorosilicate

Synlett ◽  
2009 ◽  
Vol 2009 (05) ◽  
pp. 779-782 ◽  
Author(s):  
Xueqing Zhao ◽  
Xiaowen Xue ◽  
Weiping Zhuang ◽  
Dongsheng Fang ◽  
Jingming Zhou
Keyword(s):  
Secondary Alcohols ◽  
Efficient Conversion ◽  
Highly Efficient

Highly Efficient Oxidation of Secondary Alcohols to Ketones Catalyzed by Manganese Complexes of N4 Ligands with H2O2

2014 ◽  
Vol 17 (1) ◽  
pp. 54-57 ◽  
Author(s):  
Duyi Shen ◽  
Chengxia Miao ◽  
Daqian Xu ◽  
Chungu Xia ◽  
Wei Sun
Keyword(s):  
Manganese Complexes ◽  
Secondary Alcohols ◽  
Highly Efficient

scholarly journals Sodium Copper Chlorophyllin Catalyzed Chemoselective Oxidation of Benzylic Alcohols and Diarylmethanes in Water

Molecules ◽  
2018 ◽  
Vol 23 (8) ◽  
pp. 1883 ◽  
Author(s):  
Shi-juan Liu ◽  
Miao Zhang ◽  
Rong Lu ◽  
Xiu-ying Li ◽  
Guang-bo Che
Keyword(s):  
Catalytic System ◽  
Functional Group ◽  
Secondary Alcohols ◽  
Benzylic Alcohols ◽  
Highly Efficient ◽  
Aryl Ketones ◽  
Sodium Copper Chlorophyllin

We report the highly efficient and chemoselective oxidation of benzylic alcohols catalyzed by sodium copper chlorophyllin in water, producing corresponding arylcarbonyl compounds. Importantly, the catalytic system exhibits a wide substrate scope and high functional group tolerance. Moreover, secondary alcohols and even diarylmethanes were smoothly oxidized to the desired aryl ketones with excellent yields.

Highly Efficient Oxidation of Alcohols Catalysed by Nafion-Cerium(IV) or Nafion-Chromium(III)

2002 ◽  
Vol 2002 (8) ◽  
pp. 400-402 ◽  
Author(s):  
Takehiko Yamato ◽  
Naoki Shinoda
Keyword(s):  
Secondary Alcohols ◽  
Highly Efficient ◽  
Oxidation Of Alcohols

Ce(IV) or Cr(III) impregnated Nafion-K catalyst is found to be effective in promoting the dehydrogenative oxidation of primary and secondary alcohols to aldehydes or ketones with NaBrO3 as a co-oxidant.

Solvent-free and selective tosylation of alcohols and phenols with p-toluenesulfonyl chloride by heteropolyacids as highly efficient catalysts

2006 ◽  
Vol 84 (5) ◽  
pp. 812-818 ◽  
Author(s):  
Razieh Fazaeli ◽  
Shahram Tangestaninejad ◽  
Hamid Aliyan
Keyword(s):  
Aliphatic Alcohols ◽  
Solvent Free ◽  
New Method ◽  
Heteropoly Acids ◽  
Hydroxyl Groups ◽  
Secondary Alcohols ◽  
Highly Efficient ◽  
Keggin Type ◽  
Primary Hydroxyl ◽  
Solvent Free Reaction

Tosylation of some alcohols and phenols has been directly carried out with p-toluenesulfonyl chloride using heterodoxy acids (H3PW12O40, H3PMo12O40, AlPW12O40, and AlPMo12O40) as catalysts in the absence of solvent. We found that heteropoly acids AlPW12O40 and AlPMo12O40 were effective catalysts for the tosylation of alcohols and phenols. In the case of aliphatic alcohols, secondary alcohols undergo tosylation chemoselectively in the presence of primary hydroxyl groups. This new method consistently has the advantage of excellent yields and short reaction time.Key words: tosylation, p-TsCl, Keggin-type polyoxometalate, solvent-free reaction.

scholarly journals Preparation of conjugated dienoates with Bestmann ylide: Towards the synthesis of zampanolide and dactylolide using a facile linchpin approach

2015 ◽  
Vol 11 ◽  
pp. 1815-1822 ◽  
Author(s):  
Jingjing Wang ◽  
Samuel Z Y Ting ◽  
Joanne E Harvey
Keyword(s):  
Natural Products ◽  
Allylic Alcohols ◽  
Secondary Alcohols ◽  
Unsaturated Aldehyde ◽  
Unsaturated Esters ◽  
Highly Efficient ◽  
Efficient Route

Bestmann ylide [(triphenylphosphoranylidene)ketene] acts as a chemical linchpin that links nucleophilic entities, such as alcohols or amines, with carbonyl moieties to produce unsaturated esters and amides, respectively. In this work, the formation of α,β,γ,δ-unsaturated esters (dienoates) is achieved through the coupling of Bestmann ylide, an alcohol and an α,β-unsaturated aldehyde. Primary and secondary alcohols, including allylic alcohols, are suitable substrates; the newly formed alkene has an E-geometry. Strategically, this represents a highly efficient route to unsaturated polyketide derivatives. A linchpin approach to the synthesis of a major fragment of the natural products zampanolide and dactylolide is investigated using Bestmann ylide to link the C16–C20 alcohol with the C3–C8 aldehyde fragment.

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