216876-14-1Relevant academic research and scientific papers
Stereoselective allylic C - H activation with tertiary alkylboranes: A new method for preparing cycloalkyl derivatives with three adjacent stereocenters
Lhermitte, Frédéric,Knochel, Paul
, p. 2459 - 2461 (2007/10/03)
A regio- and stereoselective migration takes place under mild conditions for tertiary organoboranes obtained by hydroboration of tetrasubstituted cyclic alkenes. A subsequent amination proceeds with perfect control of the stereo-chemistry. The scheme shows an example of this for the reaction of bicyclo[4.3.0]-non-1(6)-ene (1) to 2 via intermediates 3 and 4. Compound 2 is formed as the single diastereomer in 69% yield.
