TY - JOUR T1 - Oxidative N-Heterocyclic Carbene Catalyzed Dearomatization of Indoles to Spirocyclic Indolenines with a Quaternary Carbon Stereocenter. AU - Bera,Srikrishna, AU - Daniliuc,Constantin G, AU - Studer,Armido, Y1 - 2017/05/04/ PY - 2017/02/10/received PY - 2017/03/31/revised PY - 2017/5/5/pubmed PY - 2017/5/5/medline PY - 2017/5/5/entrez KW - asymmetric synthesis KW - dearomatization KW - organocatalysis KW - quaternary stereocenter KW - spiroannulation SP - 7402 EP - 7406 JF - Angewandte Chemie (International ed. in English) JO - Angew Chem Int Ed Engl VL - 56 IS - 26 N2 - An efficient method for the asymmetric intramolecular dearomatization of indoles by using oxidative N-heterocyclic carbene catalysis is demonstrated. Valuable optically active spirocyclic indolenines bearing an all-carbon quaternary stereocenter are obtained in excellent yields and with excellent enantioselectivity. The starting indoles are readily prepared and the reactions proceed through an intramolecular indole 3-acylation with an in situ generated acyl azolium intermediate to form a spirocyclic ketone moiety. SN - 1521-3773 UR - https://www.unboundmedicine.com/medline/citation/28471010/Oxidative_N_Heterocyclic_Carbene_Catalyzed_Dearomatization_of_Indoles_to_Spirocyclic_Indolenines_with_a_Quaternary_Carbon_Stereocenter_ DB - PRIME DP - Unbound Medicine ER -