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

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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

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Article information


Submitted
01 Nov 2019
Accepted
09 Dec 2019
First published
09 Dec 2019

Chem. Commun., 2020, Advance Article
Article type
Communication

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, Advance Article , DOI: 10.1039/C9CC08526B

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