194367-87-8Relevant academic research and scientific papers
Enantioselective catalysis 107: new optically active deltacyclenes as building blocks for the synthesis of expanded phosphanes
Brunner, Henri,Reimer, Alfred
, p. 307 - 314 (2007/10/03)
The cobalt-catalyzed homo Diels-Alder reaction of norbornadiene and terminal acetylenes yields chiral deltacyclenes.We tried to extend the scope of this reaction to acetylenes containing a heteroatom (i) in the propargylic position, (ii) in the ortho position of phenylacetylene or (iii) directly bonded to the triple bond.The synthesis of nine new substituted deltacyclenes with cobalt cytalysts derived from CoI2 and zinc powder or Co(acac)3 and Et2AlCl is described.Using Norphos as a cocatalyst, the products are obtained in high enantiomeric excess. - Keywords: enantioselective homogeneous catalysis; homo Diels-Alder reaction; deltacyclene; terminal acetylene
