Simple synthesis of 2H-1,3-oxazines and their stereoselective transformation into 1,3-aminoalcohols and azetidines

DOI: 10.1016/0040-4020(95)01097-1

Source and publish data:

Tetrahedron p. 3095 - 3106 (1996)

Update date:2022-08-04

Topics:

Authors:

Barluenga, Jose

Tomas, Miguel

Ballesteros, Alfrede

Kong, Jian-She

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Article abstract of DOI:10.1016/0040-4020(95)01097-1

4-Amino-1-azadienes 1 undergo cyclization at 20-50°C with esters of glyoxylic acid giving rise to 2H-1,3-oxazines 3. These compounds are reduced with NaBH₃CN/AcOH affording stereoselectivity syn, syn-1,3-aminoalcohols 4, which are further O-mes

Full text of DOI:10.1016/0040-4020(95)01097-1

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Product name:2-ethoxycarbonyl-4-(2-furyl)-6-(4-methoxyphenyl)-5-methyl-2H-1,3-oxazine

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