99667-64-8Relevant academic research and scientific papers
Highly enantioselective synthesis of chiral 7-ring O- and N-heterocycles by a one-pot nitro-Michael-cyclization tandem reaction
Rohlmann, Renate,Daniliuc, Constantin-Gabriel,Mancheno, Olga Garcia
supporting information, p. 11665 - 11667 (2013/12/04)
A concise enantioselective approach to synthesise medium-sized 7-ring O- and N-heterocycles has been developed. The synthetic strategy relies on an organocatalytic nitro-Michael-nitrile oxide cycloaddition tandem reaction, leading to the corresponding chiral benzoxe- and benzazepine derivatives containing an additional fused dihydroisoxazoline ring in good yields and excellent enantioselectivities (up to 97% ee).
N-heterocyclic carbene-catalyzed hydroacylation of unactivated double bonds
Hirano, Keiichi,Biju, Akkattu T.,Piel, Isabel,Glorius, Frank
supporting information; experimental part, p. 14190 - 14191 (2010/02/15)
(Chemical Equation Presented) An intramolecular N-heterocyclic carbene (NHC)-catalyzed hydroacylation of unactivated double bonds is reported. Systematic variation of the catalyst structure revealed an N- mesitylthiazolylidene annulated with a seven-membered ring to be especially reactive. This NHC enables a unique C-C bond-forming reaction to afford substituted chroman-4-ones in moderate to excellent yields, even ones containing all-carbon quaternary centers.
