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High-pressure approach to the total synthesis of (.+-.)-ambreinolide and (.+-.)-8-epiambreinolide

✍ Scribed by Daniewski, Wlodzimierz M.; Kubak, Elzbieta; Jurczak, Janusz

Book ID
126394112
Publisher
American Chemical Society
Year
1985
Tongue
English
Weight
420 KB
Volume
50
Category
Article
ISSN
0022-3263

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Methyl 2,6-di-I-acetyl-6-epia-&-purpurosaminide B (11) was synthesized from L-alanine by an eleven-step reaction sequence. Eu(fod)a-mediated high-pressure (4t2)cycloaddition of 1-methoxybuta-1,3-diene (2) to a-amino aldehyde 3, easily available from Galanine (A), is the key step in the synthetic seq