A concise route to the highly-functionalized azetidine precursor: the enantioselective synthesis of penaresidin B

An efficient and high-yielding synthesis of penaresidin B is disclosed herein. The concise 8-step synthesis of azetidine aldehyde was devised by incorporating our novel strategy for ready access to 3-amino-2,3-dideoxysugars via regio- and stereoselective tandem hydroamination/glycosylation of glycal...

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Bibliographic Details
Published inChemical communications (Cambridge, England) Vol. 51; no. 22; pp. 4639 - 4642
Main Authors Ding, Feiqing, William, Ronny, Kock, Si Min, Leow, Min Li, Liu, Xue-Wei
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 18.03.2015
Subjects
Aldehydes
Aldehydes - chemical synthesis
Aldehydes - chemistry
Azetidines - chemical synthesis
Azetidines - chemistry
Chemistry
Chemistry, Multidisciplinary
Fatty Alcohols - chemical synthesis
Fatty Alcohols - chemistry
Molecular Conformation
Physical Sciences
Precursors
Science & Technology
Stereoisomerism
Strategy
Synthesis
ASYMMETRIC-SYNTHESIS
STEREOSELECTIVE-SYNTHESIS
MITSUNOBU
ALKALOIDS
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Summary:An efficient and high-yielding synthesis of penaresidin B is disclosed herein. The concise 8-step synthesis of azetidine aldehyde was devised by incorporating our novel strategy for ready access to 3-amino-2,3-dideoxysugars via regio- and stereoselective tandem hydroamination/glycosylation of glycal as the key step.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1359-7345
1364-548X
DOI:10.1039/c4cc09904d