Under palladium catalysis, Et3B nicely promotes allyl alcohols to undergo C3-selective allylation of indoles and tryptophan; the yields range 75-95%.
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Iridium-catalyzed C3-selective asymmetric allylation of 7-azaindoles with secondary allylic alcohols.
Chem Commun (Camb)
September 2021
Department of Chemistry and Biological Science, Aoyama Gakuin University, 5-10-1 Fuchinobe, Chuo-ku, Sagamihara, Kanagawa 252-5258, Japan.
The development of efficient synthetic methods of 7-azaindoles has been desired due to the useful biological activities and physical properties. We report the first example of the iridium-catalyzed C3-selective asymmetric allylation of 7-azaindoles with racemic secondary allylic alcohols to give only branched allylation products in good to high yields with high enantioselectivity (up to >99.5% ee).
View Article and Find Full Text PDFHighly Enantioselective Synthesis of Indazoles with a C3-Quaternary Chiral Center Using CuH Catalysis.
J Am Chem Soc
June 2020
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States.
C3-substituted 1-indazoles are useful and important substructures in many pharmaceuticals. Methods for direct C3-functionalization of indazoles are relatively rare, compared to reactions developed for the more nucleophilic N1 and N2 positions. Herein, we report a highly C3-selective allylation reaction of 1--(benzoyloxy)indazoles using CuH catalysis.
View Article and Find Full Text PDFPd-catalyzed C3-selective allylation of indoles with allyl alcohols promoted by triethylborane.
J Am Chem Soc
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Department of Applied Chemistry, Faculty of Engineering, Nagasaki University, 1-14 Bunkyo, Nagasaki 852-8521, Japan.
Under palladium catalysis, Et3B nicely promotes allyl alcohols to undergo C3-selective allylation of indoles and tryptophan; the yields range 75-95%.
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