Different C-Glycosidation Products of Glucal with Alkynyl or Propargyl Silanes under Acidic Conditions

Propargylic and acetylenic silyl groups on propyne control the C-glycosidation products depending on the trimethylsilyl and triisopropylsilyl groups used. Some mechanistic discussions are included.

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Bibliographic Details
Published inOrganic letters Vol. 5; no. 25; pp. 4883 - 4885
Main Authors Isobe, Minoru, Phoosaha, Wanna, Saeeng, Rungnapha, Kira, Kazunobu, Yenjai, Chavi
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 11.12.2003
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ACETYLENE COBALT COMPLEX
RING FRAGMENT
EPIMERIZATION
SEGMENT
STRATEGY
HYDROSILYLATION
TAUTOMYCIN
CIGUATOXIN 1B
OKADAIC ACID
(+)-TAUTOMYCIN
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Summary:Propargylic and acetylenic silyl groups on propyne control the C-glycosidation products depending on the trimethylsilyl and triisopropylsilyl groups used. Some mechanistic discussions are included.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol035957w