Get 20M+ Full-Text Papers For Less Than $1.50/day. Start a 7-Day Trial for You or Your Team.

Learn More →

1,4-dioxene in organic synthesis: rapid access to the oxabicyclo

1,4-dioxene in organic synthesis: rapid access to the oxabicyclo [formula: see text] Oxidation of 2,3-disubstituted 1,4-dioxenes 3 with m-chloroperbenzoic acid in methanol followed by nucleophilic addition of allyltrimethylsilane in the presence of TiCl4 afforded dienes 5, which have been converted to oxabicyclo[4.2.1] nonenes 8 in excellent yield by olefin ring-closing metathesis reaction. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Organic Letters Pubmed

1,4-dioxene in organic synthesis: rapid access to the oxabicyclo

Hanna,; Michaut,
Organic Letters , Volume 2 (8): -1137 – Aug 27, 2019
Download PDF

1,4-dioxene in organic synthesis: rapid access to the oxabicyclo


Abstract

[formula: see text] Oxidation of 2,3-disubstituted 1,4-dioxenes 3 with m-chloroperbenzoic acid in methanol followed by nucleophilic addition of allyltrimethylsilane in the presence of TiCl4 afforded dienes 5, which have been converted to oxabicyclo[4.2.1] nonenes 8 in excellent yield by olefin ring-closing metathesis reaction.

Loading next page...
 
/lp/pubmed/1-4-dioxene-in-organic-synthesis-rapid-access-to-the-oxabicyclo-Y6qo8J95eT

References

References for this paper are not available at this time. We will be adding them shortly, thank you for your patience.

ISSN
1523-7060
eISSN
1523-7052
DOI
10.1021/ol005718y
pmid
10804574

Abstract

[formula: see text] Oxidation of 2,3-disubstituted 1,4-dioxenes 3 with m-chloroperbenzoic acid in methanol followed by nucleophilic addition of allyltrimethylsilane in the presence of TiCl4 afforded dienes 5, which have been converted to oxabicyclo[4.2.1] nonenes 8 in excellent yield by olefin ring-closing metathesis reaction.

Journal

Organic Letters – Pubmed

Published: Aug 27, 2019

There are no references for this article.