Direct Use of Esters in the Mukaiyama Aldol Reaction: A Powerful and Convenient Alternative to Aldehydes

An indium triiodide catalyst promoted the direct transformation from esters to β-hydroxycarbonyl compounds using hydrosilanes and silyl enolates by a one-stage process. Various esters were applicable, and the high chemoselectivity of this system brings compatibility to many functional groups: alkeny...

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Bibliographic Details
Published inOrganic letters Vol. 14; no. 4; pp. 1168 - 1171
Main Authors Inamoto, Yoshihiro, Nishimoto, Yoshihiro, Yasuda, Makoto, Baba, Akio
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 17.02.2012
Amer Chemical Soc
Subjects
Aldehydes - chemistry
Catalysis
Chemistry
Chemistry, Organic
Esters - chemistry
Molecular Structure
Physical Sciences
Science & Technology
ACYCLIC STEREOSELECTION
REDUCTION
MECHANISM
CONVERSION
KETENE ACETALS
HYDROSILYLATION
ALKOXY ESTERS
HYDROSILATION
ACCESS
HYDRIDE
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Summary:An indium triiodide catalyst promoted the direct transformation from esters to β-hydroxycarbonyl compounds using hydrosilanes and silyl enolates by a one-stage process. Various esters were applicable, and the high chemoselectivity of this system brings compatibility to many functional groups: alkenyl, alkynyl, chloro, and hydroxy.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol3001443