62183-29-3Relevant academic research and scientific papers
Rhodium-catalyzed borylation of aryl and alkenyl pivalates through the cleavage of carbonoxygen bonds
Kinuta, Hirotaka,Hasegawa, Junya,Tobisu, Mamoru,Chatani, Naoto
, p. 366 - 368 (2015/03/30)
Rhodium-catalyzed borylation reactions of aryl and alkenyl pivalates, using a diboron reagent, via the cleavage of carbonoxygen bonds have been developed. The inert nature of the pivalate moiety enables relatively complex aryl boronates to be synthesized via the tandem cross-coupling of carbonhalogen and carbonoxygen bonds.
Enantioselective synthesis and stereoselective rearrangements of enol ester epoxides
Zhu,Shu,Tu,Shi
, p. 1818 - 1826 (2007/10/03)
Enol esters can be epoxidized with high enantioselectivities using the fructose-derived chiral ketone 1 as catalyst and Oxone as oxidant. A detailed study of enantiomerically enriched enol ester epoxides has revealed that the acid-catalyzed rearrangement can proceed through two distinct pathways, one with retention of configuration and the other with inversion. The competition between the two pathways is highly dependent upon the nature of the acid catalyst. A strong acid favors retention of configuration and a weak acid favors inversion of configuration. Under thermal conditions, these epoxides rearrange highly stereoselectively with inversion of configuration. Either enantiomer of an α-acyloxy ketone can be formed from one enantiomer of an enol ester epoxide by judicious choice of reaction conditions.
Selective O-acylation of silyl enol ethers with acid halides mediated by a copper(I) salt
Ito, Hajime,Ishizuka, Tomoko,Tateiwa, Jun-Ichi,Hosomi, Akira
, p. 6295 - 6298 (2007/10/03)
A new selective synthetic method of enol esters (O-acylated products) from silyl enol ether and acid chloride in the presence of CuCl is described. This reaction proceeds smoothly in DMI (1,3-dimethyl-2-imidazolidinone) but not in a less polar solvent. The silicon-copper exchange reaction pathway is proposed for this transformation as in the cases of D and alkynylsilane which were previously reported.
