Asymmetric Cycloadditions, Diels-Alder and Cyclopropanation Transformations, with (S)-Benzyl N-2-Trifluoroacetamidoacrylyl Oxazolidinone
Author:
Andrus Merritt B.,Smith Isaac T.,Mpaata Peter,Angelie Liahona,Taylor Spencer F.,Mika Paul,Truman Harrison Z.,Steele Nathan D.
Reference28 articles.
1. mg, 0.02 mmol) and trifluoroacetamide (1) (32.5 mg, 0.095 mmol) according to the general procedure. The reaction was allowed to run for 18 hr. The crude residue was analyzed for diastereoselectivity by NMR analysis of the crude reaction mixture to reveal a 81:19 (E:Z) ratio of diastereomers. The crude residue was purified by radial chromatography (10% ethyl acetate/hexanes) to yield 17.6 mg (38% yield) of 2,4-dimethoxybenzaldehyde cyclopropane product;Cs2CO3 (61.9 mg, 0.19 mmol)