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Exploring noncovalent catalysis in enantioselective reactions with diazoketones and sulfoxonium ylides

Grant number: 18/19105-0
Support type:Scholarships abroad - Research Internship - Post-doctor
Effective date (Start): December 01, 2018
Effective date (End): November 29, 2019
Field of knowledge:Physical Sciences and Mathematics - Chemistry - Organic Chemistry
Principal researcher:Antonio Carlos Bender Burtoloso
Grantee:Patrícia Betoni Momo
Supervisor abroad: Anita E. Mattson
Home Institution: Instituto de Química de São Carlos (IQSC). Universidade de São Paulo (USP). São Carlos , SP, Brazil
Research place: Worcester Polytechnic Institute (WPI), United States  
Associated to the scholarship:15/22003-7 - Asymmetric Aza-Michael Addition from unsaturated diazoketones., BP.PD


Our research group have been exploring the chemistry of a,b-unsaturated diazoketones and b-ketosulfoxonium ylides and using these compounds in several relevant chemical transformations. Currently, we are studying enantioselective reactions employing a,b-unsaturated diazoketones, aryl and alkyl diazoketones and b-ketosulfoxonium ylides. In this project, enantioselective reactions will be done exploring the use of hydrogen-bonding donor catalysts via two different activation modes: direct or anion-binding. To Michael addition reactions, we will use unsaturated diazoketones and sulfoxonium ylides as acceptor and amines and indoles as donors. Moreover, we also intend to perform enantioselective dihalogenation and S-H insertion reactions from b-sulfoxonium ylides employing the same organocatalytic strategies for Michael addition. (AU)

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Scientific publications
(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)
MOMO, PATRICIA B.; LEVEILLE, ALEXANDRIA N.; FARRAR, ELLIOT H. E.; GRAYSON, MATTHEW N.; MATTSON, ANITA E.; BURTOLOSO, ANTONIO C. B.. Enantioselective S-H Insertion Reactions of alpha-Carbonyl Sulfoxonium Ylides. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v. 59, n. 36, . (17/23329-9, 18/19105-0, 13/18009-4)

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