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Intramolecular oxygen radical additions to α,β-unsaturated esters. Diastereoselective tandem cyclofunctionalization and hydrogen transfer reactions

Authors :
Yvan Guindon
Réal C. Denis
Source :
Tetrahedron Letters. 39:339-342
Publication Year :
1998
Publisher :
Elsevier BV, 1998.

Abstract

The efficiency of a tandem process featuring an oxy radical cyclization and hydrogen transfer reaction of the resultant carbon-based radical has been demonstrated. This methodology affords 2,3- trans -disubstituted tetrahydrofurans by creating two new contiguous stereogenic centers with high levels of 1,2-induction in each step.

Details

ISSN :
00404039
Volume :
39
Database :
OpenAIRE
Journal :
Tetrahedron Letters
Accession number :
edsair.doi...........3e8b98b0db1cd39db91809016698db5a
Full Text :
https://doi.org/10.1016/s0040-4039(97)10515-9