54345-87-8Relevant academic research and scientific papers
Diastereoselective remote C-H activation by hydroboration
Varela, Jesus A.,Pena, Diego,Goldfuss, Bernd,Denisenko, Dmitri,Kulhanek, Jiri,Polborn, Kurt,Knochel, Paul
, p. 4252 - 4264 (2007/10/03)
Hydroboration of tetrasubstituted or trisubstituted alkenes with BH 3 and subsequent thermolysis allows remote diastereoselective C-H activation of neighboring aryl rings. Tetrasubstituted and trisubstituted 1,1-diphenyl-ethylene derivatives undergo a highly stereoselective 1,2-rearrangement followed by remote C-H activation to lead, after oxidative workup, to a diol in which the relative stereochemistry of two stereocenters has been controlled. The mechanism of this remote activation has been studied and extended to related molecules that undergo this stereoselective C-H activation, namely alkenylbiphenyl systems or alkenes with only one phenyl ring, such as alkenylbenzenes. or bicyclic systems. We have shown that this reaction allows diastereoselective synthesis of molecules with up to three contiguous chiral centers.
Method for producing optically active 3-substituted-2-norbornanones and their intermediates
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, (2008/06/13)
The present invention provides a method for producing optically active 3-substituted-2-norbornanones which are useful as starting materials for several kinds of physiologically active materials, and to their intermediates, optically active 2-hydroxy-2-norbornanecarboxylic acid and to a method for producing these intermediates.
