Chiral P-Heterocycles: Efficient Method for the Resolution of 3-Methyl-3-phospholene 1-Oxides

The enantiomers of 1-aryl-, 1-alkyl- and 1-alkoxy-3-methyl-3-phospholene 1-oxides were separated in good yields and in high enantiomeric excesses (up to > 99% ee) by resolution via formation of diastereomeric complexes with (-)-(4R,5R)-4,5-bis(diphenylhydroxymethyl)-2,2-dimethyldioxolane (TADDOL)...

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Published inPhosphorus, sulfur, and silicon and the related elements Vol. 183; no. 2-3; pp. 543 - 546
Main Authors Novak, Tibor, Schindler, József, Ujj, Viktória, Czugler, Mátyás, Fogassy, Elemér, Keglevich, György
Format Journal Article
LanguageEnglish
Published Taylor & Francis Group 01.02.2008
Subjects
Chiral P-heterocycles
diastereomeric complex formation
resolution
TADDOL
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Summary:The enantiomers of 1-aryl-, 1-alkyl- and 1-alkoxy-3-methyl-3-phospholene 1-oxides were separated in good yields and in high enantiomeric excesses (up to > 99% ee) by resolution via formation of diastereomeric complexes with (-)-(4R,5R)-4,5-bis(diphenylhydroxymethyl)-2,2-dimethyldioxolane (TADDOL) or (-)-(2R,3R)-α,α,α′,α′-tetraphenyl-1,4-dioxaspiro[4.5]decan-2,3-dimethanol.
ISSN:1042-6507
1563-5325
DOI:10.1080/10426500701764890