Synthesis of evodionol and alloevodionol

Lahey F.N. and Stick R.V. (1973) Synthesis of evodionol and alloevodionol. Australian Journal of Chemistry, 26 10: 2291-2295. doi:10.1071/CH9732291


Author Lahey F.N.
Stick R.V.
Title Synthesis of evodionol and alloevodionol
Journal name Australian Journal of Chemistry   Check publisher's open access policy
ISSN 1445-0038
Publication date 1973-01-01
Sub-type Article (original research)
DOI 10.1071/CH9732291
Open Access Status
Volume 26
Issue 10
Start page 2291
End page 2295
Total pages 5
Subject 1600 Chemistry
Abstract The Hoesch reaction with acetonitrile and 7-benzyloxy-5-methoxy-2, 2-dimethyl-chroman (7) yields mainly 8-acetyl-7-benzyloxy-5-methoxy-2, 2-dimethylchroman (9); subsequent debenzylation and dehydrogenation forms alloevodionol (2). Both the Hoesch reaction with acetonitrile on 5-methoxy-2, 2-dimethylchroman-7-ol (12) and the methylation of 8-acetyl-2, 2-dimethylchroman-5, 7-diol (15) yield dihydroalloevodionol (11), convertible into alloevodionol (2) by dehydrogenation. 6-Acetyl-2, 2- dimethylchroman-5, 7-diol (14) is benzylated at the C7 hydroxyl and methylation, debenzylation, and dehydrogenation lead to evodionol (1).
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status Unknown

Document type: Journal Article
Sub-type: Article (original research)
Collection: Scopus Import - Archived
 
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Created: Tue, 04 Oct 2016, 12:46:52 EST by System User