Tetrahedron letters

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

Y Guindon, RC Denis

Index: Guindon, Yvan; Denis, Real C. Tetrahedron Letters, 1998 , vol. 39, # 5-6 p. 339 - 342

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Citation Number: 23

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.