38433-06-6Relevant academic research and scientific papers
Direct Oxidation of Cyclopropanated Cyclooctanes as a Synthetic Approach to Polycyclic Cyclopropyl Ketones
Sedenkova, Kseniya N.,Andriasov, Kristian S.,Stepanova, Svetlana A.,Gloriozov, Igor P.,Grishin, Yuri K.,Kuznetsova, Tamara S.,Averina, Elena B.
, p. 879 - 884 (2018/02/27)
A series of polycyclic hydrocarbons containing cyclopropane moieties 1,2-annelated or spiro-condensed with a cyclooctane ring were investigated under oxidative conditions. Four oxidizing systems (O3 on SiO2, a dioxirane derived from trifluoroacetone, CrO3, and RuO4, generated in situ), were tested to evaluate and compare their reactivity and usefulness. RuO4 was found to be the best of them, considering its oxidative power together with the simple operating procedure. Conditions for the specific oxidation of polycyclic hydrocarbons were found. New cyclooctane derivatives containing cyclopropyl carbonyl moieties were obtained.
Samarium-Promoted Cyclopropanation of Allylic Alcohols
Molander, Gary A.,Harring, Lori S.
, p. 3525 - 3532 (2007/10/02)
The use of samarium/mercury amalgam in conjunction with diiodomethane or chloroiodomethane to generate samarium carbenoids for the efficient cyclopropanation of allylic alcohols is discussed.These hydroxyl-directed cyclopropanations occur under mild conditions and allow a wide range of substitution about both the olefin and the carbinol carbon in allylic alcohol substrates.High yields and high diastereoselectivities are observed for many substrates.
