Computation-Assisted Disconnection Approach for the Synthesis of Neoantimycins

Current Organic Synthesis, Volume 13 (E-pub ahead of print)

Author(s): Shuhei Yamakoshi, Masako Okamoto, Hiroaki Sawamoto, Yuuki Arai, Eiji Kawanishi, Michiko Sasaki and Kei Takeda.

Affiliation: Department of Synthetic Organic Chemistry, Institute of Biomedical and Health Sciences, Hiroshima University, 1-2-3 Kasumi, Minami-ku, Hiroshima 734-8553, Japan.

Abstract

A combination of DFT calculations and MD simulations provides a powerful tool for selecting the most favorable precursor in disconnection analysis of macrolactones that are comprised of several hydroxy acid subunits. The results of examination of the approach for the synthesis of prunustatin A (1) and the application to the synthesis of neoantimycin (2) are described.

Keywords: 

Neoantimycin, Prunustatin A, Macrocyclization, DFT calculation, MD simulation.

 

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