Synthesis of a renewable hydroperoxide from (+)-norcamphor: influence of steric modifications of the bicyclic framework on asymmetric sulfoxidation
A Lattanzi, P Iannece, A Scettri
Index: Lattanzi, Alessandra; Iannece, Patrizia; Scettri, Arrigo Tetrahedron Asymmetry, 2004 , vol. 15, # 11 p. 1779 - 1785
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Citation Number: 22
Abstract
A renewable tertiary hydroperoxide has been efficiently synthesized in 83% overall yield starting from commercially available (+)-endo-2-norborneol. This oxygen donor, derived from (+)-norcamphor, when employed in Ti (Oi-Pr) 4-catalyzed sulfoxidations, proved to be considerably more reactive when compared to a previously reported camphor-derived hydroperoxide. Reduced steric hindrance of the new oxidant lowered the level of ...
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