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Mechanistic Study of the Spiroindolones: A New Class of Antimalarials

Zou, Bin, Yap, Peiling, Sonntag, Sebastian, Leong, Seh Yong, Yeung, Bryan King Sing and Keller, Thomas (2012) Mechanistic Study of the Spiroindolones: A New Class of Antimalarials. Molecules, 17 (9). pp. 10131-10141. ISSN 1420-3049


During the synthesis of the new antimalarial drug candidate NITD609, a high degree of diastereoselectivity in the Pictet-Spengler reaction was observed. By isolating both of the 4E and 4Z imine intermediates, a systematic mechanistic study of the reaction under both kinetic and thermodynamic conditions was conducted. This study provides insight into the source of the diastereoselectivity for this important class of compounds.

Item Type: Article
Keywords: malarial; NITD609; Pictet-Spengler reaction; mechanism
Date Deposited: 13 Oct 2015 13:14
Last Modified: 13 Oct 2015 13:14


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