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

✍ Scribed by Yvan Guindon; Réal C. Denis

Publisher: Elsevier Science
Year: 1998
Tongue: French
Weight: 320 KB
Volume: 39
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(97)10515-9

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✦ Synopsis

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.

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