4127-47-3Relevant articles and documents
Chen et al.
, p. 7036,7040 (1973)
Synthesis of 1,1-Dilithio-2,2,3,3-tetramethylcyclopropane
Kawa, Hajimu,Manley, Bobby C.,Lagow, Richard J.
, p. 5313 - 5314 (1985)
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Bimolecular chemistry of dimethylcarbene
Likhotvorik, Igor R.,Tippmann, Eric,Platz, Matthew S.
, p. 3049 - 3051 (2007/10/03)
A new non-nitrogenous precursor of dimethylcarbene has been synthesized. Photolysis of 10,10′-dimethyltricyclo[4.3.1.01,6]deca-2,4-diene in solution with 254 nm light produces dimethylcarbene. Previously unknown intermolecular reactions of dimethylcarbene have been observed.
Dehalogenation of Geminal Dihalocyclopropanes, α,α-Dichlorocyclobutanones, and Haloketones by Means of Magnesium Anthracene*3THF
Bogdanovic, Borislav,Schlichte, Klaus,Westeppe, Uwe
, p. 27 - 32 (2007/10/02)
1,1-Dichloro-2,2,3,3-tetramethylcyclopropane (1a), 7,7-dichloro- and 7,7-dibromonorcarane (1b) react with magnesium anthracene*3THF (2) under stepwise radical reduction to give 9a,b, 11a,b and 10, carbene products 6a,a',b and 7a,b, and the alkylation products 4a,b and 5a,b, respectively.The distribution of the reaction products is strongly dependent upon the substrate and upon the reaction conditions: for instance, 1a in toluene undergoes a highly selective reduction to yield 9a, whereas in THF at low temperature 4a and 5a predominate.The reaction course proposed for the reaction of 1a with 2 is supported by deuteration experiments. α,α-Dichlorocyclobutanones 12a-e can be reduced with 2 to give α-chlorocyclobutanones 13a-e in moderate to good yields; 12d is thereby converted in high purity into endo-13d.The reduction of 2-haloketones 15a-f with 2 in THF to the ketones 16a-f is possible only in low or moderate yields.
