Sampling of transition states for predicting diastereoselectivity using automated search method - Aqueous lanthanide-catalyzed Mukaiyama aldol reaction

Miho Hatanaka, Satoshi Maeda, Keiji Morokuma

Research output: Contribution to journalArticle

33 Citations (Scopus)

Abstract

To predict the stereoselectivity of large and flexible reaction systems, structural sampling of many transition states (TSs) is required. We used an automated search method, the artificial force induced reaction (AFIR) method, for TS sampling and found 91 syn- and 73 anti-TSs for the diastereoselective C-C bond formation step of the aqueous lanthanide-catalyzed Mukaiyama aldol reaction. Among them 11 syn- and six anti-TSs are found to contribute significantly to the diastereomeric ratio at room temperature.

Original languageEnglish
Pages (from-to)2882-2886
Number of pages5
JournalJournal of chemical theory and computation
Volume9
Issue number7
DOIs
Publication statusPublished - 2013 Jul 9
Externally publishedYes

ASJC Scopus subject areas

  • Computer Science Applications
  • Physical and Theoretical Chemistry

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