Preparation of β-amino alcohols by carbon–carbon bond formation using substituted lithiomethylpyrrolidines

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Iain Coldham, Stuart Holman and Maria M. S. Lang-Anderson


Abstract

N-Thiomethylation or stannylmethylation of prolinol derivatives, followed by sulfur–lithium or tin–lithium exchange is used for the formation of α-amino-organolithiums. Condensation with aldehydes gives β-amino alcohols in good yield but modest diastereoselectivity.


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