Synthesis of Chiral Tritylpyrrolidine Derivatives and Their Application to Asymmetric Benzoyloxylation

An efficient synthesis of novel chiral tritylpyrrolidine derivatives has been developed. Single stereoisomers of various tritylpyrrolidine derivatives can be readily obtained through diastereomer separation by simple silica gel column chromatography. Representative compounds of this class have been...

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Bibliographic Details
Published inJournal of organic chemistry Vol. 82; no. 23; pp. 12928 - 12932
Main Authors Shimogaki, Mio, Maruyama, Hiroki, Tsuji, Shingo, Homma, Chihiro, Kano, Taichi, Maruoka, Keiji
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 01.12.2017
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
CATALYSIS
KETONES
ETHERS
NITRONES
ALPHA-AMINO ACIDS
REGIOSELECTIVE SYNTHESIS
ORGANOCATALYSIS
AMINOCATALYSIS
ALDEHYDES
DECARBOXYLATIVE OXIDATION
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Summary:An efficient synthesis of novel chiral tritylpyrrolidine derivatives has been developed. Single stereoisomers of various tritylpyrrolidine derivatives can be readily obtained through diastereomer separation by simple silica gel column chromatography. Representative compounds of this class have been shown to be efficient amine organocatalysts for asymmetric benzoyloxylation.
Bibliography:KAKEN
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.7b02562