120th General Meeting of the KCS

Type Symposium
Area Current Trends in Organic Chemistry I: Unexpected Reactivity and Selectivity
Room No. Room 304+305+306
Time THU 13:30-:
Code ORGN1-2
Subject Total Synthesis of Natural Products via Nitrogen-to-Carbon Chirality Transfer
Authors Sanghee Kim
College of Pharmacy / Department of Pharmacy, Seoul National University, Korea
Abstract A chirality transfer method for the asymmetric synthesis of α-quaternary amino acid derivatives will be discussed. The high diastereoselectivity in the N-quaternization was achieved via the control of stereodynamics of proline. The generated N-chirality of quaternary ammonium was transferred back to the α-carbon chirality via stereospecific reactions (N→C chirality transfer) to give α-quaternary prolines. This new strategy was applied in a straightforward manner to the total synthesis of alkaloid natural products.
E-mail pennkim@snu.ac.kr