H. Brunner et A. Reimer, ENANTIOSELECTIVE CATALYSIS .111. NEW CHIRAL EXPANDED PHOSPHANES DERIVED FROM SUBSTITUTED DELTACYCLENES, Chemische Berichte, 130(10), 1997, pp. 1495-1498
The suitability of enantiomerically pure deltacyclenes as building blo
cks in the synthesis of expanded phosphanes was examined. Different su
bstituted deltacyclenes were irradiated with diphenylphosphane and thr
ee bisphosphanyl derivatives. With these P-H addition reactions, new c
hiral deltacyclane-derived phosphorus ligands were synthesized. They w
ere tested in the Rh-catalyzed asymmetric hydrogenation of (Z)-(alpha)
-N-acetamidocinnamic acid and in the Pd-catalyzed asymmetric allylatio
n of 1,5-dimethylbarbituric acid.