Synthesis of Methyl 2-oxo-2,3,4,4a,9,10-hexahydrophenanthrene-4a-carboxylates

1976 ◽  
Vol 29 (9) ◽  
pp. 2087 ◽  
Author(s):  
PK Oommen
Keyword(s):  
Sodium Methoxide ◽  
Vinyl Ketone ◽  
Methyl Vinyl Ketone ◽  
Unsaturated Ketone ◽  
Methyl Vinyl ◽  
General Method

The reaction of methyl 7-methoxy-2-oxotetralin-1-carboxylate (2a) with methyl vinyl ketone in the presence of benzyltrimethylammonium methoxide catalyst yielded the expected tricyclic keto alcohol (3a) and the latter on dehydration with p-toluenesulphonic acid gave the unsaturated ketone (la). This constitutes a general method of synthesis of the title compounds. When sodium methoxide was used as the catalyst in the above reaction, (la) was not obtained.

CROSS-LINKING OF COPOLYMERS FROM METHYL VINYL KETONE AND n-BUTYL ACRYLATE

1956 ◽  
Vol 34 (3) ◽  
pp. 387-405 ◽  
Author(s):  
W. Cooper ◽  
E. Catterall
Keyword(s):  
Zinc Oxide ◽  
Butyl Acrylate ◽  
Oxide System ◽  
Vinyl Ketone ◽  
Methyl Vinyl Ketone ◽  
Cross Linking ◽  
Unsaturated Ketone ◽  
Methyl Vinyl ◽  
Or Groups ◽  
Cross Links

Copolymers of n-butyl acrylate and methyl vinyl ketone can be cross-linked by a combination of sulphur and zinc oxide; the reaction is associated with the methyl vinyl ketone units in the polymer chain. From studies on the copolymers and model compounds, it is suggested that adjacent pairs or groups of methyl vinyl ketone units in the polymer cyclize to give αβ unsaturated ketone groups. These contain reactive hydrogen which is attacked by sulphur; disulphide or zinc mercaptide cross-links are then formed. Water is produced in the cyclization reaction and hydrolyzes some of the ester groups; additional cross-links are thus formed by reaction of the acid groups with zinc oxide. The ease of cyclization and, therefore, the extent of cross-linking is dependent on the method of preparing the copolymers, emulsion copolymers being much more reactive than those prepared in solution. A comparison has been made between the sulphur + zinc oxide system and other cross-linking agents which may be used for polyacrylates.

Rearrangements in the Diterpenoid Series. I. The Solvolysis of Methyl 15β-tosyloxy-13-isopropyl-17-noratis-13-en-18-oate

1973 ◽  
Vol 51 (1) ◽  
pp. 77-86 ◽  
Author(s):  
William A. Ayer ◽  
Pandurang D. Deshpande
Keyword(s):  
Diels Alder ◽  
Vinyl Ketone ◽  
Methyl Vinyl Ketone ◽  
Unsaturated Ketone ◽  
Methyl Vinyl ◽  
Levopimaric Acid ◽  
Alder Adduct

The synthesis of methyl 15β-hydroxy-13-isopropyl-17-noratis-13-en-18-oate (14b) is described. Compound 14b was prepared from the ketone 12b, in turn derived from the Diels–Alder adduct formed between levopimaric acid (7) and α-acetoxyacrylonitrile. Solvolysis of the tosylate of 14b proceeds predominantly with rearrangement and elimination to give methyl 16-isopropylidene-7,17-secoacon-8(15)-en-18-oate (16a). This rearrangement serves as a model for the proposed biosynthetic transformation of atisine-type alkaloids into alkaloids of the aconitine series. The degradation of 16a into the unsaturated ketone 19, which contains the 19 carbons of the aconane skeleton, is described. The Diels–Alder addition of methyl vinyl ketone to levopimaric acid is reported and the adduct is shown to possess structure 8.

scholarly journals The Diels–Alder reaction of 4-methoxy-7-hydroxyisobenzofuran with methyl vinyl ketone; a general method for identification of some regioisomeric α-naphthols

1985 ◽  
Vol 63 (3) ◽  
pp. 735-738 ◽  
Author(s):  
B. A. Keay ◽  
R. Rodrigo
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Vinyl Ketone ◽  
Methyl Vinyl Ketone ◽  
General Phenomenon ◽  
Methyl Vinyl ◽  
H Nmr ◽  
Diels Alder Reaction ◽  
Proton Resonances ◽  
General Method

Two regioisomeric α-naphthols 14 and 15 obtained by aromatization of the methyl vinyl ketone adducts of an unsymmetrical isobenzofuran 9 are differentiated from each other by the observation of significant upfield shifts of the peri proton resonances in the 1H nmr spectra of their acetates 16 and 17. Such upfield shifts of 0.3–0.6 ppm appear to be a general phenomenon and are probably due to the anisotropic effect of the acetate carbonyl group.

Copolymerization of methyl vinyl ketone with styrene in the presence of cobalt(II) nitrate

1991 ◽  
Vol 47 (1) ◽  
pp. 329-336 ◽  
Author(s):  
Seizo Masuda ◽  
Keiji Minagawa ◽  
Masami Tanaka ◽  
Yutaka Asahi
Keyword(s):  
Vinyl Ketone ◽  
Methyl Vinyl Ketone ◽  
Methyl Vinyl

Additional conformer observed in the microwave spectrum of methyl vinyl ketone

2011 ◽  
Vol 508 (1-3) ◽  
pp. 10-16 ◽  
Author(s):  
David S. Wilcox ◽  
Amanda J. Shirar ◽  
Owen L. Williams ◽  
Brian C. Dian
Keyword(s):  
Microwave Spectrum ◽  
Vinyl Ketone ◽  
Methyl Vinyl Ketone ◽  
Methyl Vinyl
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