Tetrahedron: Asymmetry

Synthesis of a renewable hydroperoxide from (+)-norcamphor: influence of steric modifications of the bicyclic framework on asymmetric sulfoxidation

A Lattanzi, P Iannece, A Scettri

文献索引：Lattanzi, Alessandra; Iannece, Patrizia; Scettri, Arrigo Tetrahedron Asymmetry, 2004 , vol. 15, # 11 p. 1779 - 1785

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被引用次数: 22

摘要

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 ...