Enantioselective Synthesis of Axially Chiral Tetrasubstituted Allenes via Lipase-Catalyzed Desymmetrization

Jan Deska, Matthias Hammel

Research output: Contribution to journalArticleScientificpeer-review

Abstract

Lipase from Pseudomonas fluorescens efficiently catalyzes the transesterification of prochiral tetrasubstituted allenic diols yielding highly enantioenriched axially chiral allenyl monoesters. In combination with subsequent 5-endo-trig cyclizations geminally disubstituted dihydrofurans are accessible in high optical purity.
Original languageEnglish
Pages (from-to)3789-3796
Number of pages8
JournalSYNTHESIS: STUTTGART
Volume44
Issue number24
DOIs
Publication statusPublished - 25 Oct 2012
MoE publication typeA1 Journal article-refereed

Keywords

  • allenes
  • axial chirality
  • desymmetrization
  • biocatalysis
  • 5-endo-trig cyclizations

Fingerprint Dive into the research topics of 'Enantioselective Synthesis of Axially Chiral Tetrasubstituted Allenes via Lipase-Catalyzed Desymmetrization'. Together they form a unique fingerprint.

Cite this