Synthesis of enantiomerically pure α-amino-β-hydroxy-cyclobutanone derivatives and their transformations into polyfunctional three-and five-membered ring …
…, JR Cagnon, F Le Bideau, J Marchand-Brynaert
Index: Ghosez, Leon; Yang, Gaoqiang; Cagnon, Jose Renato; Bideau, Franck Le; Marchand-Brynaert, Jacqueline Tetrahedron, 2004 , vol. 60, # 35 p. 7591 - 7606
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Citation Number: 17
Abstract
Ketenes readily cycloadded to (R)-tert-butyldihydrooxazole to yield enantiomerically pure bicyclic cyclobutanones. The cycloadditions proceeded with unusual regiochemistry giving predominantly or exclusively protected α-amino-β-hydroxycyclobutanone derivatives. The adducts could be converted into a variety of interesting enantiopure intermediates equipped with many functional groups: α-amino-β-hydroxy cyclopropane carboxylic acid derivatives, ...
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