Abstract
Preparation of N-cinnamoyl- and N-crotonyl-oxazolidin-2-ones 2 and 3 or ent - 2 and ent - 3 from (4 S,5 S)- and (4 R,5 R)- trans-hexahydrobenzoxazolidin-2-ones 1 or ent - 1 are reported. Stereoselective copper promoted conjugated additions of Grignard reagents to chiral N-enoyl amides 2 and 3 or ent - 2 and ent - 3 in the presence of Zn(II) salts afforded the 1,4-addition products 4– 11 and the corresponding enantiomers.
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