Cleavage of 1‐Benzyltetrahydroisoquinolines to Secondary Amines via Urethanes
Cleavage of 1‐Benzyltetrahydroisoquinolines to Secondary Amines via Urethanes
复制标题
通过聚氨酯将 1-苄基四氢异喹啉裂解为仲胺
DOI：
10.1002/ardp.19843170512
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发表时间：
1984
影响因子：
5.1
通讯作者：
W. Wiegrebe
中科院分区：
文献类型：
--
作者：
Wan;Dong;W. Wiegrebe
氯甲酸2,2,2-三氯乙酯和氯甲酸苄酯裂解1型1-苄基-1,2,3,4-四氢-2-甲基异喹啉，生成2型叔二苯乙烯氨基甲酸酯，很容易还原或氢解为仲胺。 6'-(羟甲基)-劳丹诺辛 (4) 通过这些试剂转化为异色满氨基甲酸酯 11 和 12，它们分裂产生仲胺 8，而异色满部分不被攻击。
2,2,2‐Trichloroethyl chloroformate and benzyl chloroformate cleave 1‐benzyl‐1,2,3,4‐tetrahydro‐2‐methylisoquinolines of type 1 to yield tertiary stilbene urethanes of type 2 which are easily reduced or hydrogenolyzed to secondary amines. 6′‐(Hydroxymethyl)‐laudanosine (4) is converted by these reagents to the isochroman urethanes 11 and 12 which are split to yield the secondary amine 8 without the isochroman moiety being attacked.