Total syntheses of (+/-)-cis-trikentrin A and (+/-)-cis-trikentrin B via electrocyclic ring closures of 2,3-divinylpyrrolines.
Total syntheses of (+/-)-cis-trikentrin A and (+/-)-cis-trikentrin B via electrocyclic ring closures of 2,3-divinylpyrrolines. Research Abstract Details
[Structure: see text] A convergent and versatile strategy for the diastereoselective syntheses of (+/-)-cis-trikentrin A and B in 10 and 12 steps, respectively, from commercially available N-BOC-2-pyrrolidinone is described. The key step in each of the total syntheses is the construction of the central benzene ring via a facile 6pi-electrocyclic ring closure of an appropriately substituted 2,3-divinylpyrroline, in turn, readily available by a Stille coupling reaction.
Total syntheses of (+/-)-cis-trikentrin A and (+/-)-cis-trikentrin B via electrocyclic ring closures of 2,3-divinylpyrrolines. Publishing Authors By Initials
Total syntheses of (+/-)-cis-trikentrin A and (+/-)-cis-trikentrin B via electrocyclic ring closures of 2,3-divinylpyrrolines. Journal Published:
PUBLICATION TYPE: Research Support, N.I.H., Extr
Journal: Organic letters
VOLUME: 8
Page Numbers: 3403-6
Journal Abbreviation: Org. Lett.
ISSN: 1523-7060
DAY: 20
MONTH: Jul
YEAR: 2006
Total syntheses of (+/-)-cis-trikentrin A and (+/-)-cis-trikentrin B via electrocyclic ring closures of 2,3-divinylpyrrolines. Information
Number of References:
LANGUAGE: eng
NlmUniqueID: 100890393
Total syntheses of (+/-)-cis-trikentrin A and (+/-)-cis-trikentrin B via electrocyclic ring closures of 2,3-divinylpyrrolines. Keywords Mesh Terms:
KEYWORDS: Stereoisomerism
MESH TERMS: chemistry
Chemical & Substance for Abstract: Total syntheses of (+/-)-cis-trikentrin A and (+/-)-cis-trikentrin B via electrocyclic ring closures of 2,3-divinylpyrrolines. Information
Substance Name: pyrroline
Registry Number: 28350-87-0
Grant and Affiliation Information for Total syntheses of (+/-)-cis-trikentrin A and (+/-)-cis-trikentrin B via electrocyclic ring closures of 2,3-divinylpyrrolines.
AFFILIATION: Department of Chemistry, Pennsylvania State University, University Park, Pennsylvania 16802, USA.
Country: United States
AGENCY: United States NIGMS
GRANT: GM28663
ACRONYM: GM
MEDLINETA: Org Lett
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Total syntheses of +/--cis-trikentrin A and +/--cis-trikentrin B via electrocyclic ring closures of 2,3-divinylpyrrolines Related Publications