13139-94-1Relevant articles and documents
Dibromomethane as one-carbon source in organic synthesis: A versatile methodology to prepare the cyclic and acyclic α-methylene or α-keto acid derivatives from the corresponding terminal alkenes
Hon, Yung-Son,Liu, Yu-Wei,Hsieh, Cheng-Han
, p. 4837 - 4860 (2007/10/03)
Ozonolysis of mono-substituted alkenes A-1 followed by reacting with a preheated mixture of CH2Br2-Et2NH affords α-substituted acroleins A-2 in good yields. Under very mild reaction conditions, these α-substituted acroleins A-2 can be easily converted to α-methylene esters A-4, which could be further converted to the corresponding α-keto esters A-5. This methodology can be also applied to the preparation of α-methylene lactones B-4, α-methylene lactams, and α-keto lactones B-5 with various ring sizes.
REACTIONS OF N,O-BIS(BROMOMAGNESIO) α-HYDROXY CARBOXAMIDES WITH CHLOROFORMIC ESTERS
Zul'karnaev, R. I.,Fedotov, A. S.,Lapkin, I. I.
, p. 316 - 321 (2007/10/02)
In the reactions of N,O-bis(bromomagnesio) α-hydroxy α-alkoxy carboxamides of the aliphatic series with chloroformic esters in boiling toluene unsaturated compounds are formed.Analogous reactions conducted at a higher temperature (boiling mesitylene) lead to the formation of reduced products.These reactions with ethyl chloroformate are faster and go with higher yields of the target product than the corresponding reactions with benzyl chloroformate.
SYNTHETIC METHODS BASED ON HALOGENOMAGNESIUM ALCOHOLATES. XI. REACTION OF HALOGENOMAGNESIUM ALCOHOLATES WITH α-CHLORINATED THIOESTERS
Kashinskii, V. N.,Zul'karnaev, R. I.,Lapkin, I. I.
, p. 1420 - 1422 (2007/10/02)
A method is developed for the synthesis of esters of α-alkoxy-α-(alkylthiomethoxy)acids, based on the reaction of alkylmagnesium bromides with dialkyl oxalates with the subsequent action of α-chlorinated sulfides on the obtained bromomagnesium alcoholates of the α-alkoxy-α-hydroxy esters.
