136022-54-3Relevant academic research and scientific papers
Lewis Acid-Promoted Selective Rearrangement of Trisubstituted Epoxides to Aldehydes or Ketones
Maruoka, Keiji,Murase, Noriaki,Bureau, Ronan,Ooi, Takashi,Yamamoto, Hisashi
, p. 3663 - 3672 (2007/10/02)
Rearrangement of trisubstituted epoxides has been effected under the influence of various Lewis acids.Among these, methylaluminum bis(4-bromo-2,6-di-tert-butylphenoxide) (MABR) can be selectively rearranged from trisubstituted epoxides to aldehydes, while
A Concise and Enantioselective Approach to Cyclobutanones by Tandem Asymmetric Epoxidation and Enantiospecific Ring Expansion of Cyclopropylidene Alcohols. An Enantiocontrolled Synthesis of (+)- and (-)-α-Cuparenones
Nemoto, Hideo,Ishibashi, Hiroki,Nagamochi, Masatoshi,Fukumoto, Keiichiro
, p. 1707 - 1712 (2007/10/02)
A tandem Katsuki-Sharpless asymmetric epoxidation and enantiospecific ring expansion of 2-alkyl(or 2-aryl)-2-cyclopropylideneethanols (1a-i) afforded chiral 1-alkyl(or 1-aryl)-1-(hydroxymethyl)cyclobutanones (3a-i) in high yields and high enantiomeric excess.These compounds are potentially valuable synthons for the enantioselective creation of the quaternary carbons.Hence, this enabled us to accomplish a concise and enantioselective total synthesis of both (+)- and (-)-cuparenones (11).
