1122573-49-2Relevant academic research and scientific papers
Use of achiral additives to increase the stereoselectivity in Rh(ii)-catalyzed cyclopropanations
Marcoux, David,Lindsay, Vincent N. G.,Charette, Andre B.
, p. 910 - 912 (2010)
We describe our studies on the effect of various Lewis bases and Bronsted acids as achiral additives on the stereoselectivity of some Rh(ii)-catalyzed cyclopropanations. The Royal Society of Chemistry 2010.
trans-directing ability of the amide group: Enabling the enantiocontrol in the synthesis of 1,1-dicarboxy cyclopropanes. Reaction development, scope, and synthetic applications
Marcoux, David,Goudreau, Sebastien R.,Charette, Andre B.
supporting information; experimental part, p. 8939 - 8955 (2010/03/02)
(Chemical Equation Presented) In this article, we describe our efforts toward the enantioselective formation of 1,1-cyclopropane diesters via the metal-catalyzed cyclopropanation of olefins. The strategies envisioned to achieve such a goal are discussed a
trans-directing ability of amide groups in cyclopropanation: Application to the asymmetric cyclopropanation of alkenes with diazo reagents bearing two carboxy groups
Marcoux, David,Charette, Andre B.
supporting information; experimental part, p. 10155 - 10158 (2009/05/30)
(Chemical Equation Presented) Highly stereoselective: A highly enantioselective (up to 97 % ee) and diastereoselective (>30:1 d.r.) Rh II-catalyzed cyclopropanation of alkenes using a diazo reagent bearing two carboxy groups is described. This new methodology exploits the powerful trans-directing ability of amides to improve enantiocontrol. Mono- and disubstituted olefins are cyclopropanated in good yields. nttl=N-1,8-naphthoyl- tert-leucine.
