Diastereoselective conjugate addition of Grignard reagents to a homochiral fumaramide derived from Oppolzer's sultam
作者： Gary P. Reid , Kieron W. Brear , David J. Robins
DOI: 10.1016/J.TETASY.2003.12.010
关键词:
摘要: Conjugate addition of Grignard reagents to N,N′-fumaroylbis[(2R)-bornane-10,2-sultam] 1 occurred with moderate high levels diastereoselectivity. Diastereomeric excesses were estimated by analysis the 1H NMR spectra succinamide mixtures and enantiomeric from 19F bis Mosher esters diols produced reductive cleavage succinamides. Saponification succinamides gave corresponding (R)-succinic acids ees up 92% showing that takes place selectively on re-face 1.
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