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New Aldehydes by Catalytic Diene Cycloisomerisations
Author(s) -
Grau Fanny,
Bayón J. Carles,
Aguirre Pedro A.,
Parella Teodor,
Duñach Elisabet
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200700881
Subject(s) - hydroformylation , chemistry , diene , regioselectivity , intramolecular force , aldehyde , ligand (biochemistry) , catalysis , organic chemistry , medicinal chemistry , rhodium , receptor , biochemistry , natural rubber
The Rh‐catalysed hydroformylation of isopropylidenecyclohexane derivatives obtained by intramolecular diene cyclisations affords the corresponding aldehydes in good yields and in a completely chemo‐ and regioselective manner. Diastereoselectivities of ca. 90 % were achieved for all substrates when a bulky phosphite was used as the Rh ligand. Thestereochemical outcomes of the hydroformylation reactions were established by detailed NMR studies. The olfactory evaluation of the different aldehydes is also presented.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)