One-Pot Chemoenzymatic Conversion of Alkynes to Chiral Amines

Sam Mathew, Arunachalam Sagadevan, Dominik Renn, Magnus Rueping

Research output: Contribution to journalArticlepeer-review

Abstract

A one-pot chemoenzymatic sequential cascade for the synthesis of chiral amines from alkynes was developed. In this integrated approach, just ppm amounts of gold catalysts enabled the conversion of alkynes to ketones (>99%) after which a transaminase was used to catalyze the production of biologically valuable chiral amines in a good yield (up to 99%) and enantiomeric excess (>99%). A preparative scale synthesis of (S)-methylbenzylamine and (S)-4-methoxy-methylbenzylamine from its alkyne form gave a yield of 59 and 92%, respectively, with ee > 99%.
Original languageEnglish (US)
Pages (from-to)12565-12569
Number of pages5
JournalACS Catalysis
DOIs
StatePublished - Sep 29 2021

ASJC Scopus subject areas

  • Catalysis

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