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Novel Total Synthesis of Mansouramycin B
Author(s) -
Zhang Yi,
Shi Xiaoxin,
Meng Tianzhuo,
Fan Qiqi,
Lu Xia
Publication year - 2016
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201600020
Subject(s) - chemistry , total synthesis , aromatization , yield (engineering) , isoquinoline , iodobenzene , organic chemistry , stereochemistry , medicinal chemistry , combinatorial chemistry , catalysis , materials science , metallurgy
A novel total synthesis of Mansouramycin B ( 1 ) was performed via 10 steps in 28% overall yield starting from the readily available and cheap salicylaldehyde. Two key steps of this total synthesis are noteworthy. The first one is base‐promoted one‐pot aerobic aromatization of N ‐tosyltetrahydroisoquinoline 6 , the second one is oxidation of 5‐hydroxy‐3‐methyl‐isoquinoline 8 with iodobenzene diacetate [PhI(OAc) 2 ].
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