An Asymmetric, Catalytic (4 + 3) Cycloaddition Reaction of Cyclopentenyl Oxyallylic Cations

Treatment of 2-tosyloxycyclopentanone with substituted furans in the presence of a chiral amino alcohol catalyst and K2HPO4 results in the formation of (4 + 3) cycloaddition products with enantioselectivities that exceed 90% in certain cases.

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Bibliographic Details
Published inOrganic letters Vol. 19; no. 15; pp. 4106 - 4109
Main Authors Topinka, Michael, Zawatzky, Kerstin, Barnes, Charles L, Welch, Christopher J, Harmata, Michael
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 04.08.2017
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
STEREOSELECTIVITY
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Summary:Treatment of 2-tosyloxycyclopentanone with substituted furans in the presence of a chiral amino alcohol catalyst and K2HPO4 results in the formation of (4 + 3) cycloaddition products with enantioselectivities that exceed 90% in certain cases.
Bibliography:ObjectType-Article-1
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b01868