Stereocontrolled Preparation of Diversely Trifunctionalized Cyclobutanes
2019
Chang, Zong | Guillot, Régis | Boddaert, Thomas | Aitken, David J.
The expedient and stereoselective syntheses of small libraries of trifunctionalized cyclobutane scaffolds bearing an acid, an amine, and a third functional group are described. Starting from a single precursor, the readily available protected derivative of all-cis-2-amino-3-hydroxycyclobutane-1-carboxylic acid, cis-trans stereoisomers are obtained following an SN2-type reaction, while all-trans stereoisomers are obtained using the same strategy preceded by a C1 epimerization reaction.
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