Journal
INORGANICA CHIMICA ACTA
Volume 359, Issue 6, Pages 1767-1772Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.ica.2005.06.059
Keywords
pincer-complexes; homogenous catalysis; palladium; allylation; chiral catalyst
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Four new chiral pincer-complexes were prepared based on coupling of BINOL and TADDOL moieties with iodoresorcinol followed by oxidative addition of palladium(0). The X-ray analysis of complex 5a revealed that the BINOL rings form a well-defined chiral pocket around the palladium atom. This chiral environment can be further modified by gamma-substitution of the BINOL rings. Preliminary studies for electrophilic allylation of sulfonimine 2 with allylstannane revealed that the presented chiral complexes are promising asymmetric catalysts for preparation of chiral homoallyl amines. The best result was achieved employing catalytic amounts of gamma-Me BINOL complex 6 affording homoallyl amine 4 with 59% ee and 74% isolated yield. (c) 2005 Elsevier B.V. All rights reserved.
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