Matkovic, Marija published the artcileSynthesis of novel adamantyl and homoadamantyl-substituted β-hydroxybutyric acids, Synthetic Route of 14284-06-1, the publication is Molecular Diversity (2013), 17(4), 817-826, database is CAplus and MEDLINE.
Several new adamantyl and homoadamantyl-substituted β;-hydroxybutyric acids, 2-[2-(1-adamantyl)ethyl]-3-hydroxybutyric acid , 2-(3-homoadamantyl)-3-hydroxybutyric acid and 2-(1-homoadamantyl)-3-hydroxybutyric acid , analogs of the 2-(1-adamantyl)-3-hydroxybutyric acid, have been prepared as mixtures of diastereoisomers using selective reduction of corresponding β-keto esters or aldol condensation of the corresponding carboxylic acid and acetaldehyde. The rearrangement of adamantylmethyl and 3-homoadamantyl groups provided entry to both 3-homoadamantyl and 1-homoadamantyl-substituted hydroxy acids resp, relative configurations of diastereoisomers have been determined by NMR spectroscopy comparing the values of coupling constants Adamantyl-substituted β-hydroxybutyric acid has also been prepared in enantiomerically pure form by Evan’s asym. synthesis and the absolute configuration has been determined by X-ray crystallog. Contrary to the long-chain acid, the attempt to prepare short-chain hydroxy acids by the same method failed indicating pronounced sensitivity of the used method to the vicinity of the bulky cage group.
Molecular Diversity published new progress about 14284-06-1. 14284-06-1 belongs to copper-catalyst, auxiliary class Copper, name is Copper(II) ethylacetoacetate, and the molecular formula is 0, Synthetic Route of 14284-06-1.
Referemce:
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4660968/,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”