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

Exploration of flow reaction conditions using machine-learning for enantioselective organocatalyzed Rauhut-Currier and [3+2] annulation sequence.
Chem Commun (Camb). 2020 Jan 06;:
Authors: Kondo M, Wathsala HDP, Sako M, Hanatani Y, Ishikawa K, Hara S, Takaai T, Washio T, Takizawa S, Sasai H
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.
PMID: 31903462 [PubMed - as supplied by publisher]

Source: Chemical Communications - January 5, 2020 Category: Chemistry Authors: Kondo M, Wathsala HDP, Sako M, Hanatani Y, Ishikawa K, Hara S, Takaai T, Washio T, Takizawa S, Sasai H Tags: Chem Commun (Camb) Source Type: research