A One??Pot Organometallic Route from a 4??Alkenylpyridine to a 4, 4??Spiro??Linked Ethyl 1, 4??Dihydropyridine??1??carboxylate

G Fraenkel, A Chow, Y Liang, J Song…

文献索引：Fraenkel, Gideon; Chow, Albert; Liang, Yulan; Song, Jinhua; Gallucci, Judith Helvetica Chimica Acta, 2012 , vol. 95, # 11 p. 2063 - 2071

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摘要

Abstract In a one-pot process without isolation of intermediates,(but-3-en-1-yl) pyridine (13) is treated sequentially with dicyclohexylborane, trimethylaluminium, and ethyl carbonochloridate yielding ethyl 1, 4-dihydro-4, 4-(tetramethylene) pyridine-1-carboxylate (= ethyl 8-azaspiro [4.5] deca-6, 9-diene-8-carboxylate; 2) in 46% yield based on starting alkenylpyridine 13 (Scheme 5).