Tetrahedron Asymmetry p. 609 - 612 (1993)
Update date:2022-08-04
Topics: Synthesis Optically pure Enantiospecific Staudinger Reaction
Javaraman
Nandi
Sathe
Deshmukh
Bhawal
Imines 1 and 2 derived from (+)-(1S,2S)-2-amino-1-phenylpropan-1,3-diol on cycloaddition reaction using acid chlorides (or equivalent) 3-6 in the presence of triethylamine furnished stereoselectively cis-β-lactams 7a-f in good yields. The aminols 8b,c on treatment with lead tetraacetate under different reaction conditions gave 4-cyano (9b,c) and 4-formyl (10b,c) β-lactams in high yields.
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Doi:10.1016/S0040-4020(01)80389-6
(1993)Doi:10.1002/recl.19931120218
(1993)Doi:10.1021/ja01299a044
(1936)Doi:10.1016/j.molliq.2014.05.007
(2014)Doi:10.1016/S0040-4020(01)92431-7
(1981)Doi:10.1021/ja00054a054
(1993)
