内酯化的催化剂及条件筛选.pdfVIP

Angewandte Chemie DOI: 10.1002/anie.200907352 Hypervalent Compounds Enantioselective Kita Oxidative Spirolactonization Catalyzed by In Situ Generated Chiral Hypervalent Iodine(III) Species** Muhammet Uyanik, Takeshi Yasui, and Kazuaki Ishihara* The development of enantioselective oxidative reactions from 5g and mCPBA, tolerates a broader range of substrates catalyzed by chiral hypervalent iodine[1–4] is one of the most and affords higher enantioselectivities (up to 92% ee) than challenging areas in asymmetric organocatalysis. Recently, Kita’s previous work.[4] To the best of our knowledge, this Kita and co-workers reported the enantioselective oxidative catalytic system provides the highest asymmetric induction of de-aromatization of 1-naphthol derivatives (1) into spirolac- all chiral hypervalent-iodine-catalyzed enantioselective oxi- tones 2 with high enantioselectivities (up to 86 % ee) using dative reactions that have been reported to date.[2–4] stoichiometric chiral iodine(III) reagent 3, which has a C -Symmetric chiral iodoarene 5 consists of three units: 2 conformationally rigid 1,1-spiroindanone backbone an iodoaryl moiety (A), chiral linkers (B), and subfunctional (Scheme 1).[4] They also reported the catalytic use of 3 groups (C ; Scheme 2). These un