Enantioselective palladium(0)-catalyzed C-H arylation strategy for chiral heterocycles

Transition-metal-catalyzed C-H functionalizations have emerged as complementary and powerful tools to access molecular complexity from widely available starting materials. Herein, we present a strategy for asymmetric intramolecular Pd(0)-catalyzed C-H functionalizations. The outlined reactivity is based on the cooperative effect between a chiral phosphorous ligand and a carboxylate base acting as a relay of chirality during the enantio-discriminating concerted metalation deprotonation step. This approach allows the enantioselective construction of a range of important semi-saturated chiral nitrogen-containing heterocycles such as indolines, tetrahydroquinolines, and dibenzazepinones.


Published in:
Pure And Applied Chemistry, 86, 3, 265-272
Presented at:
17th International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS), CO, JUL 28-AUG 01, 2013
Year:
2014
Publisher:
Berlin, Walter De Gruyter Gmbh
ISSN:
0033-4545
Keywords:
Laboratories:




 Record created 2014-08-29, last modified 2018-09-13


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