【摘要】 研究了Ｎ－甲基－３－羟基吡啶盐与丙烯腈的１，３－偶极环加成反应．由环合产物经过氢化，还原得包公藤甲素的中间体８－甲基－２β－羟基－８－氮二环［３．２．１］辛烷－６－ｅｘｏ－腈．本合成路线具有高立体选择性．更多还原

【Abstract】 The reaction of N methyl 3 hydroxypyridinium iodide with acrylonitrile has been studied. Under various reaction conditions, none of the desired cycloaddition product was resulted. Instead, a Michael addition product was obtained. Alternatively, the 1,3 dipolar cycloaddition was achieved by the reaction of N methyl 3 oxopyridinium betaine with acrylonitrile in THF with a high regioselectivity and stereoselectivity. This paper reports the synthesis of an intermediate 8 methyl 2 β hydroxy 8 azabicyclo 3.2.1 octane 6 exo carbonitrile of 6 exo (acetyoxy) 8 azabicyclo 3.2.1 octan 2 exo ol. This synthetic route involves two high stereoselective steps.更多还原