Boron-mediated stereoselective syntheses of gamma,gamma-disubstituted allenamides.
Propargylic boranes generated by lithiation of optically active N-propargyloxazolidinones undergo reaction with a range of aldehydes to produce gamma,gamma-disubstituted allenamides with good diastereoselectivity.
Hyland
Christopher J T
CJ
Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, USA.
Hegedus
Louis S
LS
D000466:Alkadienes / Q000138:chemical synthesis* / Q000737:chemistry; D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D001896:Boron Compounds / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
D000466:Alkadienes; D000577:Amides; D001896:Boron Compounds; C025947:propadiene