
Tetrahedron p. 599 - 605 (1987)
Update date:2022-08-03
Topics:
Golebiowski, Adam
Jacobsson, Ulla
Chmielewski, Marek
Jurczak, Janus
Methyl 2,6-diacetamido-2,3,4,6-tetradeoxy-α-D,L-erythropyranoside (methyl 2,6-N,N-diacetyl-D,L-purpurosamidine C) was synthesized from N-tert-butoxycarbonylaminoethanol and l-methoxybuta-1,3-diene in a seven-step reaction sequence. (4+2)Cycloaddition of diene 1 to N-protected α-amino aldehyde 2 and hydroboration of the adduct formed are key steps in the synthetic sequence.
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