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Total Synthesis of (±)‐α‐Acoradiene via Intramolecular Photoaddition and Reductive Cyclobutane Cleavage
Author(s) -
Oppolzer Wolfgang,
Zutterman Freddy,
Bättig Kurt
Publication year - 1983
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/hlca.19830660213
Subject(s) - chemistry , cyclobutane , intramolecular force , stereoselectivity , stereochemistry , fragmentation (computing) , cleavage (geology) , organic chemistry , ring (chemistry) , catalysis , geotechnical engineering , computer science , engineering , operating system , fracture (geology)
(±)‐α‐Acoradiene (4) has been synthesized from 3‐methoxy‐2‐cyclohexenone by a sequence of 8 steps. The key steps (Scheme 6) are the regio‐ and stereoselective photo[2+2]addition 7→6 and the reductive fragmentation 6→5 .
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