153824-41-0Relevant articles and documents
Oxidative Decarboxylation Enables Chemoselective, Racemization-Free Esterification: Coupling of α-Ketoacids and Alcohols Mediated by Hypervalent Iodine(III)
Nanjo, Takeshi,Kato, Natsuki,Takemoto, Yoshiji
supporting information, p. 5766 - 5769 (2018/09/12)
An α-ketoacid could be converted into a reactive acylating agent by treatment with hypervalent iodine(III) species, and in so doing, we discovered a novel decarboxylative acylation of alcohols that affords a variety of esters in excellent yields. The esterification has been applied to a sterol bearing a free carboxylic acid and shows unique chemoselectivity. The procedure is racemization-free and operates under mild conditions.
Cooling Compounds
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, (2009/01/24)
A cooling composition comprising at least one compound of the Formula I in which R is selected from the group of moieties consisting of (CH2)nCOOR″; (CH2)nCONMe2; (CH2)nOR″; and CHNH2CH3; where n is 1-3 and R″ is independently selected from hydrogen, methyl and ethyl; and R′ is selected from the group consisting of the moieties fenchyl, D-bornyl, L-bornyl, exo-norbornyl, 2-methylisobornyl, 2-ethylfenchyl, 2-methylbornyl, cis-pinan-2-yl, verbanyl and isobornyl. The compositions are useful in providing cooling sensations to the skin or mucous membranes of the body.
Zn(ClO4)2·6H2O as a Powerful Catalyst for a Practical Acylation of Alcohols with Acid Anhydrides
Bartoli, Giuseppe,Bosco, Marcella,Dalpozzo, Renato,Marcantoni, Enrico,Massaccesi, Massimo,Sambri, Letizia
, p. 4611 - 4617 (2007/10/03)
A new protocol for the acylation of alcohols with anhydrides in the presence of Zn(ClO4)2·6H2O as the catalyst is reported. The activity of Zn(ClO4)2· 6H2O has been proven to be superior to that exerted by dry Mg(ClO4)2 and by metal triflates. Its efficiency allows reactions between poorly reactive substrates, such as sterically hindered tertiary alcohols and aromatic anhydrides, All of the reactions were carried out at a 1:1.05 alcohol/anhydride ratio. These conditions are extremely convenient from a practical and economic point of view, since they avoid wasting reagents and allow a simple workup procedure. The catalytic action of Zn(ClO4)2·6H2O is so specific for the activation of the anhydrides, that acid-sensitive functionalities and the stereochemical configuration of the starting materials remain unaltered in the esterification process. In all cases, the acylated products are quantitatively obtained in pure form. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.