α-Carbonyl Functionalizations from Sulfoxonium Ylides

Title:

α-Carbonyl Functionalizations from Sulfoxonium Ylides

Schedule:
Date: 1^st August 2023 (Tuesday)
Time: 5:30pm - 6:30pm (HKT)

Venue: Lecture Theatre P1, Chong Yuet Ming Chemistry Building

Speaker:

Prof. Antonio C. B. Burtoloso

The Institute of Chemistry of São Carlos
University of São Paulo

Abstract:

Sulfoxonium ylides have been employed in a plethora of new and intrinsic chemistry, especially in the last years. Bench stability and handling are also advantages of this class of organosulfur, and its use in industry as safer alternatives to diazo compounds has been evaluated during several years. Despite all that, efficiently asymmetric transformations, specifically catalytic enantioselective versions, have only emerged in the last years. This work will discuss the main results of our laboratory in the enantioselective formal N-H, S-H and C-H insertion reactions from sulfoxonium ylides, as well as fluorination reactions, employing non-covalent and covalent catalysis. These methods permited the synthesis of several α-difunctionalized carbonyl compounds, containing heteroatoms, in an enantioenriched fashion. New transformations achieved from these ylides will also be presented.

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