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Synthesis Of Alkaloid Analogues From β‐Amino Alcohols By β‐Fragmentation Of Primary Alkoxyl Radicals

A. Boto, D. Hernández, R. Hernández, A. Montoya, E. Suárez
Published 2007 · Chemistry

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The fragmentation of primary alkoxyl radicals is usually a minor process with respect to hydrogen abstraction and other competing reactions. However, when β-amino alcohols were used as substrates, the scission proceeded in good to excellent yields and no side reactions were observed. The fragmentation can be coupled with an allylation or alkylation reaction, to give alkaloid analogues and functionalized nitrogen heterocycles. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
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