TOTAL SYNTHESIS AND ABSOLUTE CONFIGURATION OF NATURAL MULTIFLORAMINES

被引:36
作者
BROSSI, A
OBRIEN, J
TEITEL, S
机构
[1] Chemische Forschungabteilung der Hoffmann-La Roche Inc, Nutley, New Jersey
关键词
D O I
10.1002/hlca.19690520316
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The diphenol 1 was resolved into its antipodes and their absolute configuration was established. The levorotatory isomer R‐(−)‐1 was oxidized to the dienone R‐(−)‐6, which was rearranged to afford natural (−)‐multifloramine (R‐(−)‐7), thus establishing that the latter has the R‐configuration. By the same reaction sequences, the enantiomeric diphenol S‐(+)‐1 was transformed to provide (+)‐multifloramine (S‐(+)‐7) of the S‐configuration. Copyright © 1969 Verlag GmbH & Co. KGaA, Weinheim
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页码:678 / &
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