New enantioselective method for hydration of alkenes using cyclodextrins as phase transfer catalyst

Artur R. Abreu, Iva Costa, Carla P. Rosa, Luísa M. Ferreira, Ana Lourenço, Pedro P. Santos

Research output: Contribution to journalArticlepeer-review

18 Citations (Scopus)

Abstract

A new enantioselective/inverse phase transfer catalysis (IPTC) reaction for the Markovnikov hydration of double bounds by an oxymercuration-demercuration reaction with cyclodextrins as catalysts was disclosed. Moderate ee (up to 32%) and yields (14-60%) were obtained for allylic amines and protected allylic alcohols as starting materials.

Original languageEnglish
Pages (from-to)11986-11990
Number of pages5
JournalTetrahedron
Volume61
Issue number50
DOIs
Publication statusPublished - 12 Dec 2005

Keywords

  • Cyclodextrin
  • Hydration
  • IPTC
  • Oxymercuration
  • Reduction

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