Conversion of Ketone Trimethylsilylcyanohydrins to Several Types of Compounds

Conversion of Ketone Trimethylsilylcyanohydrins to Several Types of Compounds

Cyclic ketone O-trimethylsilylcyanohydrins (2) were prepared and converted to various compounds : α-hydroxyketones (3), dehydroxylated ketones (4), α, β-unsaturated ketones (9), tricyclic ketones (10), 1-ethoxycarbonyl-4-phenyl-1, 2, 4a, 5, 6, 7, 8, 8a-octahydro-2-naphthalenone (13), 1-phenylperhydr...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1995/08/15, Vol.43(8), pp.1294-1301
Hauptverfasser: OHTA, Shunsaku, YAMASHITA, Masayuki, ARITA, Kazuo, KAJIURA, Takahiro, KAWASAKI, Ikuo, NODA, Keiko, IZUMI, Michiko
Format: Artikel
Sprache:eng
Schlagworte:
Alicyclic compounds
Alicyclic compounds, terpenoids, prostaglandins, steroids
Chemistry
Exact sciences and technology
lactone
MOPAC
Nazarov cyclization
O-trimethylsilylcyanohydrin
Organic chemistry
Preparations and properties
tricyclic ketone
α, β-unsaturated ketone
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Zusammenfassung:Cyclic ketone O-trimethylsilylcyanohydrins (2) were prepared and converted to various compounds : α-hydroxyketones (3), dehydroxylated ketones (4), α, β-unsaturated ketones (9), tricyclic ketones (10), 1-ethoxycarbonyl-4-phenyl-1, 2, 4a, 5, 6, 7, 8, 8a-octahydro-2-naphthalenone (13), 1-phenylperhydroisocoumarin (18) and 1, 2, 3, 4, 4a, 10, 11, 11a-octahydro-5H-benzo[a, d]cyclohepten-10-one (20).
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.43.1294