Organocatalytic Direct Enantioselective Hydrophosphonylation of N-Unsubstituted Ketimines for the Synthesis of α-Aminophosphonates

Koki Yamada, Yuta Kondo, Akihiko Kitamura, Tetsuya Kadota, Hiroyuki Morimoto, Takashi Ohshima

Research output: Contribution to journalArticlepeer-review

Abstract

We report an organocatalyzed direct enantioselective hydrophosphonylation of N-unsubstituted ketimines that affords N-unprotected α-tetrasubstituted α-aminophosphonates without protection/deprotection steps. The reaction is suitable for N-unsubstituted isatin-derived and trifluoromethyl ketimines, affording products in high yields with excellent enantioselectivity. Applications of the reaction and a proposed transition state model are also described.

Original languageEnglish
Pages (from-to)3158-3163
Number of pages6
JournalACS Catalysis
DOIs
Publication statusAccepted/In press - 2023

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

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