Simple oxidation of 3-O-silylated glycals: application in deblocking 3-O-protected glycals

A Kirschning, U Hary, C Plumeier, M Ries…

Index: Kirschning, Andreas; Hary, Ulrike; Plumeier, Claus; Ries, Monika; Rose, Lars Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 4 p. 519 - 528

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Citation Number: 16

Abstract

A high yielding allylic oxidation of 3-O-silylated glycals 5–10 with the reagent system PhI (OAc) 2–TMSN3 is presented. The iodine (III) species generated under these conditions is a lot more effective for generating carbohydrate-derived 3-trialkylsiloxy-2, 3-dihydro-4H- ...

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