Enantioselective Synthesis of Diaryl Sulfoxides Enabled by Molecular Recognition

Finn Burg, Christoph Buchelt, Nora M. Kreienborg, Christian Merten, Thorsten Bach

Research output: Contribution to journalArticlepeer-review

13 Scopus citations

Abstract

The enantioselective sulfoxidation of diaryl-type sulfides was accomplished using a chiral manganese porphyrin complex equipped with a remote molecular recognition site. Despite the marginal size difference between the two substituents at the prostereogenic sulfur center, hydrogen bonding enabled the formation of chiral sulfoxides with exquisite enantioselectivities (16 examples, up to 99% ee). Aside from the precise orientation of a distinct substrate, the quinolone lactam offers an excellent entry point for further derivatization.

Original languageEnglish
Pages (from-to)1829-1834
Number of pages6
JournalOrganic Letters
Volume23
Issue number5
DOIs
StatePublished - 5 Mar 2021

Fingerprint

Dive into the research topics of 'Enantioselective Synthesis of Diaryl Sulfoxides Enabled by Molecular Recognition'. Together they form a unique fingerprint.

Cite this