908005-52-7Relevant academic research and scientific papers
Synthesis and Stereochemical Assignment of Crypto-Optically Active 2H6-Neopentane
Masarwa, Ahmad,Gerbig, Dennis,Oskar, Liron,Loewenstein, Aharon,Reisenauer, Hans Peter,Lesot, Philippe,Schreiner, Peter R.,Marek, Ilan
supporting information, p. 13106 - 13109 (2015/11/02)
The determination of the absolute configuration of chiral molecules is at the heart of asymmetric synthesis. Here we probe the spectroscopic limits for chiral discrimination with NMR spectroscopy in chiral aligned media and with vibrational circular dichroism spectroscopy of the sixfold-deuterated chiral neopentane. The study of this compound presents formidable challenges since its stereogenicity is only due to small mass differences. For this purpose, we selectively prepared both enantiomers of 2H6-1 through a concise synthesis utilizing multifunctional intermediates. While NMR spectroscopy in chiral aligned media could be used to characterize the precursors to 2H6-1, the final assignment could only be accomplished with VCD spectroscopy, despite the fleetingly small dichroic properties of 1. Both enantiomers were assigned by matching the VCD spectra with those computed with density functional theory.
Synthesis of Functionalized Alkylidenecyclopropanes by Ireland-Claisen Rearrangement of Cyclopropenylcarbinyl Esters
Ernouf, Guillaume,Brayer, Jean-Louis,Folléas, Beno?t,Demoute, Jean-Pierre,Meyer, Christophe,Cossy, Janine
, p. 3786 - 3789 (2015/08/18)
Glycolates or glycinates derived from diversely substituted secondary cyclopropenylcarbinols have been involved for the first time in an Ireland-Claisen rearrangement. This reaction allows an efficient and stereoselective access to highly functionalized a
Cyclopropenylcarbinol derivatives as new versatile intermediates in organic synthesis: Application to the formation of enantiomerically pure alkylidenecyclopropane derivatives
Simaan, Samah,Masarwa, Ahmad,Zohar, Elinor,Stanger, Amnon,Bertus, Philippe,Marek, Ilan
supporting information; experimental part, p. 8449 - 8464 (2010/06/15)
The copper-catalyzed carbomagnesiation (or hydrometalation) reaction of chiral cyclopropenylcarbinol derivatives, obtained by means of a kinetic resolution of secondary allylic alcohols, leads to an easy and straightforward preparation of enantiomerically
Enantiomerically pure cyclopropenylcarbinols as a source of chiral alkylidenecyclopropane derivatives
Simaan, Samah,Masarwa, Ahmad,Bertus, Philippe,Marek, Ilan
, p. 3963 - 3965 (2007/10/03)
(Chemical Equation Presented) The straightforward approach: The copper-catalyzed carbomagnesiation reaction of chiral cyclopropenylcarbinol derivatives, obtained through kinetic resolution of secondary allylic alcohols, leads to the preparation of enantio
