Issue 8, 2020

Exploration of flow reaction conditions using machine-learning for enantioselective organocatalyzed Rauhut–Currier and [3+2] annulation sequence

Abstract

A highly atom-economical enantioselective organocatalyzed Rauhut–Currier and [3+2] annulation sequence has been established by using a flow system. Suitable flow conditions were explored through reaction screening of multiple parameters using machine learning. Eventually, functionalized chiral spirooxindole analogues were obtained in high yield with good ee as a single diastereomer within one minute.

Graphical abstract: Exploration of flow reaction conditions using machine-learning for enantioselective organocatalyzed Rauhut–Currier and [3+2] annulation sequence

Associated articles

Supplementary files

Article information

Article type
Communication
Submitted
01 Nov 2019
Accepted
09 Dec 2019
First published
09 Dec 2019

Chem. Commun., 2020,56, 1259-1262

Author version available

Exploration of flow reaction conditions using machine-learning for enantioselective organocatalyzed Rauhut–Currier and [3+2] annulation sequence

M. Kondo, H. D. P. Wathsala, M. Sako, Y. Hanatani, K. Ishikawa, S. Hara, T. Takaai, T. Washio, S. Takizawa and H. Sasai, Chem. Commun., 2020, 56, 1259 DOI: 10.1039/C9CC08526B

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