First total synthesis and reassignment of absolute configuration of diosniponol A and B

Enantioselective first total synthesis of diosniponol A and B has been achieved starting from commercially available vanillin. Wittig reaction, Keck allylation, and Prins cyclization reactions are the key steps involved in the target synthesis.

Saved in:
Bibliographic Details
Published inTetrahedron letters Vol. 55; no. 32; pp. 4427 - 4429
Main Authors Yadav, J.S., Singh, Vinay K., Thirupathaiah, B., Reddy, A. Bal
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 06.08.2014
Elsevier
Subjects
Allyl compounds
Anti-neuroinflammatory effects
Chemical reactions
Chemistry
Chemistry, Organic
Diosniponol A and B
Keck allylation
Physical Sciences
Prins cyclization
Science & Technology
Synthesis (chemistry)
Tetrahedrons
Vanillin
Wittig reaction
Wittig reaction
Diosniponol A and B
Keck allylation
Anti-neuroinflammatory effects
Prins cyclization
ACID
2-OXONIA
STEREOSELECTIVE TOTAL-SYNTHESIS
HOMOALLYLIC ALCOHOL
NITRIC-OXIDE PRODUCTION
CATALYTIC ASYMMETRIC ALLYLATION
DIARYLHEPTANOIDS
OXONIA-COPE REARRANGEMENT
RHIZOMES
Online AccessGet full text

Cover

More Information
Summary:Enantioselective first total synthesis of diosniponol A and B has been achieved starting from commercially available vanillin. Wittig reaction, Keck allylation, and Prins cyclization reactions are the key steps involved in the target synthesis.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.04.065