Efficient Oxidative Cyclization of 1, 6??Dienes: A Highly Diastereoselective Entry to Substituted Tetrahydropyrans

S Roth, CBW Stark

Index: Roth, Stefanie; Stark, Christian B. W. Angewandte Chemie - International Edition, 2006 , vol. 45, # 37 p. 6218 - 6221

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Citation Number: 30

Abstract

(usually within 10min at 08C) and with high selectivity, irrespective of the starting material. Terminal alkenes, which are commonly known to result in diminished yields in the case of 1, 5-dienes,[3] afforded the heterocyclic products in good yields. Even a chiral morpholine derivative was accessible in excellent yield (87%) starting from simple protected diallylamine (Table 1, entry 8). Since a solid-supported terminal oxidant [10] is used, the ...