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Molecular Diversity of Tonghaosu Analogues, Selective Oxidation of the exo‐ Cyclic Double Bond of Spiroacetal Enol Ethers and Diasteroselective Synthesis of Spiro‐Pyranone
Author(s) -
Yin Biaolin,
Lai Jinqiang,
Zhang Zeren,
Wu Yulin
Publication year - 2010
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.201190000
Subject(s) - chemistry , enol , double bond , enol ether , stereochemistry , medicinal chemistry , organic chemistry , catalysis
Two methods including NBS/AgNO 3 system and MCPBA oxidation have been developed for the selective oxidations of the exo ‐cyclic double bond of spiroacetal enol ethers 2 with multi reactive sites into spiro‐pyanones 3 and 4 . In addition, possible mechanisms for these conversions are proposed.