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Enantioselective Catalysis. New Chiral Expanded Phosphanes Derived from Substituted Deltacyclenes
Author(s) -
Brunner Henri,
Reimer Alfred
Publication year - 1997
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19971301023
Subject(s) - chemistry , enantioselective synthesis , catalysis , phosphorus , asymmetric hydrogenation , organic chemistry , stereochemistry , combinatorial chemistry
Abstract The suitability of enantiomerically pure deltacyclenes as building blocks in the synthesis of expanded phosphanes was examined. Different substituted deltacyclenes were irradiated with diphenylphosphane and three bisphosphanyl derivatives. With these PH addition reactions, new chiral deltacyclane‐derived phosphorus ligands were synthesized. They were tested in the Rh‐catalyzed asymmetric hydrogenation of (Z)‐(ã)‐ N ‐acetamidocinnamic acid and in the Pd‐catalyzed asymmetric allylation of 1,5‐dimethylbarbituric acid.