Chemical communications

Polystyrene-supported N-methylthiourea: a convenient new reagent for the hydrogenolysis of bicyclic endoperoxides

AC Spivey, CG Mañas, I Mann

Index: Spivey, Alan C.; Manas, Carles Giro; Mann, Inderjit Chemical Communications, 2005 , # 35 p. 4426 - 4428

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Citation Number: 5

Abstract

During the course of ongoing studies towards the total asymmetric synthesis of Amaryllidaceae alkaloids viaretro-Cope elimination, 1 we required an efficient preparation of (4R,5S,6S)-γ-hydroxy enone 3. Hudlicky and others have shown that this enone is a versatile intermediate for the syntheses of various cyclitols, conduritols and related compounds. 2,3 It is generally prepared from enantiomerically pure cis-diol 1 (a commercially available Pseudomonas putida oxidation product of ...