+ Site Statistics
+ Search Articles
+ PDF Full Text Service
How our service works
Request PDF Full Text
+ Follow Us
Follow on Facebook
Follow on Twitter
Follow on LinkedIn
+ Subscribe to Site Feeds
Most Shared
PDF Full Text
+ Translate
+ Recently Requested

Gold-catalyzed highly regio- and enantioselective vinylcarbene insertion into O-H bonds of 2-pyridones



Gold-catalyzed highly regio- and enantioselective vinylcarbene insertion into O-H bonds of 2-pyridones



Chemical Communications 53(22): 3197-3200



The first gold-catalyzed highly regio- and enantioselective carbene insertion into the O-H bonds of 2-pyridones has been realized in the presence of catalytic amounts of chiral dual-gold complexes. The corresponding chiral products were obtained in moderate to good yields, excellent O-selectivity, excellent carbenic selectivity and moderate to excellent enantioselectivities (up to 96% ee).

Please choose payment method:






(PDF emailed within 0-6 h: $19.90)

Accession: 059777874

Download citation: RISBibTeXText

PMID: 28246662

DOI: 10.1039/c6cc10246h


Related references

Gold/silver-catalyzed controllable regioselective vinylcarbene insertion into O-H bonds. Organic and Biomolecular Chemistry 15(11): 2345-2348, 2017

Highly regio- and enantioselective synthesis of N-substituted 2-pyridones: iridium-catalyzed intermolecular asymmetric allylic amination. Angewandte Chemie 54(6): 1873-1876, 2015

Copper-catalyzed highly enantioselective carbenoid insertion into Si-H bonds. Angewandte Chemie 47(44): 8496-8498, 2008

Highly Regio-, Diastereo-, and Enantioselective Gold(I)-Catalyzed Intermolecular Annulations with N-Allenamides at the Proximal C=C Bond. Angewandte Chemie 54(49): 14849-14852, 2015

Highly enantioselective insertion of carbenoids into N-H bonds catalyzed by copper(I) complexes of binol derivatives. Angewandte Chemie 49(28): 4763-4766, 2010

Rhodium-catalyzed chemo-, regio-, and enantioselective addition of 2-pyridones to terminal allenes. Angewandte Chemie 53(50): 13780-4, 2015

Highly enantioselective insertion of carbenoids into N-H bonds catalyzed by copper complexes of chiral spiro bisoxazolines. Journal of the American Chemical Society 129(18): 5834-5835, 2007

Rhodium(I)-catalyzed asymmetric carbene insertion into B-H bonds: highly enantioselective access to functionalized organoboranes. Journal of the American Chemical Society 137(16): 5268-5271, 2016

Highly enantioselective intermolecular carbene insertion to C-H and Si-H bonds catalyzed by a chiral iridium(III) complex of a D4-symmetric Halterman porphyrin ligand. Chemical Communications 48(36): 4299-4301, 2012

Regio- and Enantioselective Intramolecular Amide Carbene Insertion into Primary C-H Bonds Using Ru(II)-Pheox Catalyst. Journal of Organic Chemistry 2019, 2019

Silver-Catalyzed Regio- and Stereoselective Formal Carbene Insertion into Unstrained C-C σ-Bonds of 1,3-Dicarbonyls. Iscience 8: 54-60, 2018

Highly regio- and enantioselective copper-catalyzed hydroboration of styrenes. Angewandte Chemie 48(33): 6062-6064, 2009

Ruthenium-catalyzed ortho-alkenylation of phenylphosphine oxides through regio- and stereoselective alkyne insertion into C-H bonds. Journal of Organic Chemistry 78(16): 8098-8104, 2013

Gold-catalyzed intramolecular regio- and enantioselective cycloisomerization of 1,1-bis(indolyl)-5-alkynes. Angewandte Chemie 52(26): 6767-6771, 2014

Copper-catalyzed enantioselective carbenoid insertion into S-H bonds. Chemical Communications 2009(36): 5362-5364, 2009