57221-93-9Relevant articles and documents
Method for the preparation of unsaturated hydroxy fatty acids and their esters, their use in pharmaceutical and/or cosmetic preparations
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Page 5, (2010/02/08)
A method of preparing unsaturated hydroxy fatty acids and esters thereof corresponding to general formula (Id): wherein n=1 to 4, m=2 to 16, R1═OH, Cl, Br, OR3 in which R3 is a straight or branched alkyl, alkenyl or alkynyl radical of 1 to 16 carbons or glycerol esters, optionally substituted by one or more atoms selected from the group consisting of carbon, nitrogen, sulfur and halogens, R2═H, SiR′1R′2R′3 in which R′1, R′2 and R′3 can be identical or different from each other and are a straight or branched alkyl, alkenyl or alkynyl radical of 1 to 16 carbons or glycerol esters, optionally substituted by one or more atoms selected from the group consisting of carbon, nitrogen, sulfur and halogens, or R2═C—Ar3 with Ar representing an aryl radical optionally substituted by one or more atoms selected from the group consisting of carbon, nitrogen, sulfur and halogens, or R2=the tetrahydropyranyl of formula: is disclosed.
WITTIG-HORNER REACTION IN HETEROGENOUS MEDIA VII. A NEW STRATEGY FOR THE TOTAL SYNTHESIS OF THE ROYAL JELLY ACID AND THE QUEEN SUBSTANCE OF HONEY-BEE
Villieras, J.,Rambaud, M.,Graff, M.
, p. 569 - 580 (2007/10/02)
A new general scheme for the preparation of Royal Jelly acid and Queen Substance of honey-bee, including, as the key steps, copper I catalyzed addition of functional (protected alcohol and ketone) Grignard reagents to acrolein diethylacetal, and the Wittig-Horner reaction of unprotected 8-hydroxyoctanal and 7-oxo-octanal with triethylphosphonoacetate in water, in the presence of potassium carbonate.
Mechanism of Formation of α,β-Unsaturated Esters in the Reaction of Ethyl Mercaptoacetate Dianion with Carbonyl Compounds
Matsui, Syuichi
, p. 426 - 434 (2007/10/02)
Dianion derived fron ethyl mercaptoacetate undergoes aldol type reaction with a carbonyl compounds to give an adduct, which exhibited low diastereoselectivity.However, the adducts obtained by the reaction with a variety of aldehydes were subsequently treated with ethyl chloroformate in the presence of trivalent phosphorus compound to give (E)-isomers of α,β-unsaturated esters in high yields with greater than 85percent stereoselectivity regardless of the stereochemistry of the diastereomers of the adducts.The stereochemical mechanism and application of this reaction were studied in detail.