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Synthesis of syn-and enantioenriched anti-��-amino alcohols by highly diastereoselective borono-Mannich allylation reactions

Journal Article


Abstract


  • A highly diastereoselective method for the synthesis of syn-��-amino alcohols and enantioenriched anti-��-amino alcohols has been developed involving ��-hydroxyl aldehydes and chiral ��-phenylaminoxyaldehydes or ��-benzoyloxyaldehydes, respectively in Petasis borono-Mannich allylation reactions. This study broadens the scope and utility of the Petasis reaction to include pinacol allylboronate and highlights its unique reactivity and stereochemical outcomes.

Publication Date


  • 2022

Citation


  • Chevis, P. J., Promchai, T., Richardson, C., Limtharakul, T., & Pyne, S. G. (2022). Synthesis of syn-and enantioenriched anti-��-amino alcohols by highly diastereoselective borono-Mannich allylation reactions. Chemical Communications, 58(13), 2220-2223. doi:10.1039/d1cc06775c

Scopus Eid


  • 2-s2.0-85124498777

Start Page


  • 2220

End Page


  • 2223

Volume


  • 58

Issue


  • 13

Place Of Publication


Abstract


  • A highly diastereoselective method for the synthesis of syn-��-amino alcohols and enantioenriched anti-��-amino alcohols has been developed involving ��-hydroxyl aldehydes and chiral ��-phenylaminoxyaldehydes or ��-benzoyloxyaldehydes, respectively in Petasis borono-Mannich allylation reactions. This study broadens the scope and utility of the Petasis reaction to include pinacol allylboronate and highlights its unique reactivity and stereochemical outcomes.

Publication Date


  • 2022

Citation


  • Chevis, P. J., Promchai, T., Richardson, C., Limtharakul, T., & Pyne, S. G. (2022). Synthesis of syn-and enantioenriched anti-��-amino alcohols by highly diastereoselective borono-Mannich allylation reactions. Chemical Communications, 58(13), 2220-2223. doi:10.1039/d1cc06775c

Scopus Eid


  • 2-s2.0-85124498777

Start Page


  • 2220

End Page


  • 2223

Volume


  • 58

Issue


  • 13

Place Of Publication