22313-55-9Relevant academic research and scientific papers
Completely stereocontrolled aldol reaction of chiral ?2-amino acids
Gazvoda, Martin,Hoferl-Prantz, Kathrin,Barth, Roland,Felzmann, Wolfgang,Pevec, Andrej,Ko??mrlj, Janez
supporting information, p. 512 - 515 (2015/03/05)
A general protocol to independently access stereoisomerically pure ?2 a?2-hydroxy-?2-amino acid derivatives that is based on dibutylboron triflate-mediated aldol reaction of suitably protected ?2-amino acids bearing chiral oxazolidinone auxiliary is reported. The method smoothly afforded syn-aldol (?±,?2 a?2-syn) products in pure form and excellent isolated yield. Both ?±,?2-syn and ?±,?2-anti isomers are readily accessible solely through the choice of the oxazolidinone chirality. This method allows for the preparation of stereoisomeric ?2 a?2-hydroxy-?2-amino acid derivatives that were previously unreported.
