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Ein neuer Zugang zu 2,6,6‐Trimethylcyclohexa‐2,4‐dienon aus 4‐Oxoisophoron
Author(s) -
Soukup Milan,
Lukáč Teodor,
Zell Reinhard,
Roessler Felix,
Steiner Kurt,
Widmer Erich
Publication year - 1989
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.19890720223
Subject(s) - chemistry , yield (engineering) , catalysis , stereochemistry , organic chemistry , materials science , metallurgy
A New Access to 2,6,6‐Trimethylcyclohexa‐2,4‐dienone from 4‐Oxoisophorone 2,6,6‐Trimethylcyclohexa‐2,4‐dienone ( 1 ), a versatile starting material for the preparation of some carotenoids and several natural products, was efficiently (73% yield) prepared from oxoisophorone 3 . After conversion of 3 to the alcohol 4 or the acetate 5 , H 2 O was eliminated ( 4→1 ) under acidic distillative conditions, whereas AcOH could be eliminated ( 5→l ) under Pd(O) catalysis.