Preparation of enantiopure 1-isopentyl-3-methyl-3-phospholene 1-oxide via the formation of diastereomeric complexes

Péter Bagi, Kinga Juhász, Mihály Kállay, Dóra Hessz, Miklós Kubinyi, Elemér Fogassy, György Keglevich

Research output: Article

Abstract

The resolution of 1-isopentyl-3-methyl-3-phospholene 1-oxide via the formation of diastereomeric complexes using TADDOL derivatives or the Ca2+-salts of tartaric acid derivatives was studied. Both enantiomers of the 1-isopentyl-3-phospholene oxide were prepared in an enantiopure form with (R,R)-spiro-TADDOL, or with the acidic Ca2+-salt of O,O′-dibenzoyl-(R,R)-tartaric acid. The absolute configuration of the 1-isopentyl-3-phospholene oxide enantiomer with negative optical rotation was also substantiated by a study involving CD spectroscopy and theoretical calculations.

Original languageEnglish
Article numbere21411
JournalHeteroatom Chemistry
Volume29
Issue number1
DOIs
Publication statusPublished - jan. 2018

ASJC Scopus subject areas

  • Chemistry(all)

Fingerprint Dive into the research topics of 'Preparation of enantiopure 1-isopentyl-3-methyl-3-phospholene 1-oxide via the formation of diastereomeric complexes'. Together they form a unique fingerprint.

  • Cite this