(Chemical Equation Presented) The reaction of 2,2-dibromo-1-methyl- cyclopropanecarbonitrile (1) with i-PrMgCl in Et2O/CH 2Cl2 provides the cis-magnesium-carbenoid (2), which reacts with high retention of configuration with various electrophiles. If E = SPh, a stereoselective generation of a quaternary center via a sequential Br/Mg- and sulfoxide/Mg-exchange can be achieved.
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry