Synthesis of (2S,4R,5R)-4,5,6-trihydroxynorleucine and 5-hydroxynorvaline from precursors obtained by an unusual rearrangement in a 5,6-dihydro-2-pyrone

DOI: 10.1016/0040-4020(96)00767-3

Source and publish data:

Tetrahedron p. 12911 - 12918 (1996)

Update date:2022-08-02

Topics:

Authors:

Nin, Alejandro P.

De Lederkremer, Rosa M.

Varela, Oscar

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Article abstract of DOI:10.1016/0040-4020(96)00767-3

2-Acetamido-4,6-O-benzylidene-2,3-dideoxy-D-erythro-hex-2-enono-1,5-la ctone (2), readily prepared from D-glucosamine, undergoes a rearrangement on treatment with tin(IV) chloride which leads to 3-acetamido-2-pyrone (3) and 2-acetamido-2,3-dideoxy-4,6-O-f

Full text of DOI:10.1016/0040-4020(96)00767-3

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