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Application of the Novel Tandem Process Diels‐Alder Reaction/ Ireland‐Claisen Rearrangement to the Synthesis of rac ‐Juvabione and rac ‐Epijuvabione
Author(s) -
Soldermann Nicolas,
Velker Joerg,
Vallat Olivier,
StoeckliEvans Helen,
Neier Reinhard
Publication year - 2000
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/1522-2675(20000906)83:9<2266::aid-hlca2266>3.0.co;2-t
Subject(s) - chemistry , claisen rearrangement , tandem , diels–alder reaction , cope rearrangement , process (computing) , stereochemistry , combinatorial chemistry , organic chemistry , catalysis , materials science , computer science , composite material , operating system
The novel tandem process Diels‐Alder reaction/ Ireland‐Claisen rearrangement shows a high diastereoselectivity for the Ireland‐Claisen rearrangement starting from the endo ‐product of the Diels‐Alder reaction. Based on this mechanistic knowledge, the novel tandem process could be applied to the synthesis of rac ‐juvabione.