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Synthesis of (‐)‐herbertenediol and (a R , a S )‐mastigophorenes A via asymmetric intramolecular heck coupling reaction
Author(s) -
Zhang AiMin,
Lin GuoQiang
Publication year - 2001
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.20010191214
Subject(s) - chemistry , intramolecular force , enantioselective synthesis , heck reaction , yield (engineering) , total synthesis , phenol , oxidative coupling of methane , coupling reaction , combinatorial chemistry , stereochemistry , organic chemistry , catalysis , palladium , materials science , metallurgy
Total enantioselective synthesis of the natural (‐)‐Herbertenediol (1) was accomplished in eleven steps with an overall yield of 15% starting from the 2‐methoxy‐4‐methyl‐phenol. The total synthesis features asymmetric intramolecular Heck reaction and Wolff‐Kishner‐Huang reduction. (a R , a S )‐Mastigophorenes A was also synthesized through the oxidative coupling reaction.