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Journal ArticleDOI

Direct atom-efficient esterification between carboxylic acids and alcohols catalyzed by amphoteric, water-tolerant TiO(acac)2.

Chien-Tien Chen, +1 more
- 20 Sep 2005 - 
- Vol. 70, Iss: 21, pp 8625-8627
TLDR
The new neutral catalytic protocol with the optimal TiO(acac)2 tolerates many stereo/electronic structural variations in both ( di)acid and (di)alcohol components with high chemoselectivity.
Abstract
A diverse array of oxometallic species were examined as catalysts for a test direct condensation of benzoic acid and 2-phenylethanol in 1:1 stoichiometry. Besides group IVB MOCl2−xH2O and TiOX2−xH2O, group VB VOCl2−xTHF and group IVB TiO(acac)2 were found to be the most efficient and water-tolerant catalysts for the test reaction. The new neutral catalytic protocol with the optimal TiO(acac)2 tolerates many stereo/electronic structural variations in both (di)acid (1°−3° alkyl and aryl) and (di)alcohol (1°, 2° alkyl, and aryl) components with high chemoselectivity.

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Citations
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Journal ArticleDOI

Stereoselective Synthesis of (E)-α,β-Unsaturated Esters via Carbene-Catalyzed Redox Esterification

TL;DR: Stereoselective, carbene-mediated redox esterification of alkynyl aldehydes provides mild and atom economical access to (E)-configurated, α,β-unsaturated carboxylic esters.
Journal ArticleDOI

A Metal‐Free Oxidative Esterification of the Benzyl CH Bond

TL;DR: In this article, an efficient metal-free oxidative esterification of benzyl CH bonds was developed using tetrabutylammonium iodide as catalyst and tert-butyl hydroperoxide as co-oxidant.
Journal ArticleDOI

Easy access to benzylic esters directly from alkyl benzenes under metal-free conditions.

TL;DR: An efficient metal free protocol has been developed for the synthesis of benzylic esters via a cross dehydrogenative coupling involving alkylbenzene as a self- or as a cross-coupling partner(s) via the intermediacy of Ar-COOH.
Journal ArticleDOI

Investigation of faecal volatile organic metabolites as novel diagnostic biomarkers in inflammatory bowel disease

TL;DR: Recent evidence suggests an important role of gut microbial dysbiosis in IBD, and this may be associated with changes in faecal volatile organic metabolites (VOMs).
Journal ArticleDOI

Highly Enantioselective Aerobic Oxidation of α-Hydroxyphosphonates Catalyzed by Chiral Vanadyl(V) Methoxides Bearing N-Salicylidene-α-aminocarboxylates

TL;DR: An unprecedented vanadyl(V) methoxide complex derived from 3,5-dibromo-N-salicylidene-l-tert-leucinate enables highly enantioselective aerobic oxidations of α-hydroxyphosphonates at ambient temperature with selectivity factors ranging from 3 to >99 as mentioned in this paper.
References
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Journal ArticleDOI

Direct Condensation of Carboxylic Acids with Alcohols Catalyzed by Hafnium(IV) Salts

TL;DR: It is shown that the direct condensation of equimolar amounts of carboxylic acids and alcohols can be achieved with the use of hafnium(IV) salts, such as commercially available ha fnium( IV) chloride and hafnia(IV), which may be suitable for large-scale operations.
Journal ArticleDOI

Direct ester condensation from a 1:1 mixture of carboxylic acids and alcohols catalyzed by hafnium(IV) or zirconium(IV) salts

TL;DR: In this paper, the direct condensation of equimolar amounts of carboxylic acids and alcohols could be achieved using hafnium (IV) or zirconium(IV) salts.
Journal ArticleDOI

Catalytic asymmetric coupling of 2-naphthols by chiral tridentate oxovanadium (IV) complexes.

TL;DR: The best scenario involves the use of a vanadyl complex arising from 2-hydroxy-1-naphthaldehyde and valine (or phenylalanine) in CCl(4), leading to BINOLs in good yields and with enantioselectivities of up to 68%.
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