A DFT exploration of the enantioselective rearrangement of cyclohexene oxide to cyclohexenol

Peter Brandt, Per-Ola Norrby, Pher G. Andersson

Research output: Contribution to journalJournal articleResearchpeer-review

Abstract

In this paper, we present computational results for the (1S,3R,4R)-3-(pyrrolidinyl)-methyl-2-azabicyclo[2.2.1]heptane mediated rearrangement of cyclohexene oxide. The results nicely explain the differences in enantioselectivities between catalytic and stoichiometric mode between different ligands, and provides a rational for the identification of non-stereospecific background reactions as the major cause of decreased enantioselectivity in catalytic reactions for sterically hindered diamines.
Original languageEnglish
JournalTetrahedron
Volume59
Issue number49
Pages (from-to)9695-9700
ISSN0040-4020
Publication statusPublished - 2003

Fingerprint Dive into the research topics of 'A DFT exploration of the enantioselective rearrangement of cyclohexene oxide to cyclohexenol'. Together they form a unique fingerprint.

Cite this