Tetrahedron Letters p. 5743 - 5746 (1996)
Update date:2022-08-03
Topics:
Ruiz, Maria
Ojea, Vicente
Quintela, Jose Ma.
Optically pure (+)-elsaminose (2), the amino sugar contained in the antitumor antibiotic elasmicin A, has been synthesized in eight steps (26% overall yield) from known building blocks derived from glycine, L-valine, and L-threonine. Direct and selective construction of the key intermediate 6, with the complete backbone and the proper stereochemical configuration, is accomplished by a syn-aldol type reaction between lithiated Schollkopf's bislactime ether 5 and a 1,3-dioxolane-4-carboxaldehyde (-)-3.
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(2019)Doi:10.1016/S0040-4039(98)00907-1
(1998)