Iron-Catalyzed Reductive Magnesiation of Oxetanes to Generate (3‑Oxidopropyl)magnesium Reagents

In the presence of FeCl n –(bisphosphine) or FeCl n –(2-iminomethylpyridine) (n = 2 or 3), 2-substituted oxetanes reacted with Grignard reagents undergoing reductive magnesiation at the 2-position to afford substituted 3-oxidopropylmagnesium compounds, which are useful nucleophiles in reactions with...

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Bibliographic Details
Published inOrganic letters Vol. 16; no. 24; pp. 6278 - 6281
Main Authors Sugiyama, Yu-ki, Heigozono, Shiori, Okamoto, Sentaro
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 19.12.2014
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ALCOHOLS
ORGANIC-SYNTHESIS
CROSS-COUPLING REACTIONS
C-C
BOND FORMATION
CLEAVAGE
DERIVATIVES
GRIGNARD-REAGENTS
CARBOMETALATION
CYCLIZATION
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Summary:In the presence of FeCl n –(bisphosphine) or FeCl n –(2-iminomethylpyridine) (n = 2 or 3), 2-substituted oxetanes reacted with Grignard reagents undergoing reductive magnesiation at the 2-position to afford substituted 3-oxidopropylmagnesium compounds, which are useful nucleophiles in reactions with a variety of electrophiles.
Bibliography:KAKEN
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol503191w