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Total Synthesis of Proposed Structure of Yuremamine and All Diastereomers Using [3+2]‐Cycloaddition of Platinum‐Containing Azomethine Ylide
Author(s) -
Ohyama Tomoya,
Uchida Masako,
Kusama Hiroyuki,
Iwasawa Nobuharu
Publication year - 2015
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201500491
Subject(s) - diastereomer , cycloaddition , azomethine ylide , platinum , chemistry , intermolecular force , stereochemistry , natural product , ylide , molecule , organic chemistry , catalysis , 1,3 dipolar cycloaddition
Total synthesis of the proposed structure of yuremamine has been achieved for the first time based on the intermolecular [3+2]‐cycloaddition reaction of the platinum‐containing azomethine ylide. All the possible diastereomers of yuremamine were also synthesized via the common intermediate. Through these syntheses, it was confirmed that the proposed structure of yuremamine and the diastereomers differ from the natural product.