153706-94-6Relevant articles and documents
An Extremely Efficient Way to Prepare Conjugated Carbonyl Compounds from Terminal Alkenes via the Reactions of Ozonides, Triethylamine and Stable Phosphorus Ylides
Hon, Yung-Son,Lu, Ling
, p. 7937 - 7942 (1995)
Ozonides derived from mono- and 1,1-di-substituted olefins reacted with triethylamine in the presence of nucleophiles, such as phosphorus ylide or phosphonoacetate to give conjugated carbonyl compounds almost instantaneously in excellent yields.These transformations were accelerated by the by-product (i.e. thermal energy and ammonium formate) generated in the reaction.
The mechanistic study and synthetic applications of the base treatment in the ozonolytic reactions
Hon, Yung-Son,Lin, Sheng-Wun,Lu, Ling,Chen, Yao-Jung
, p. 5019 - 5034 (2007/10/02)
The E1cb mechanism is the overwhelming process in the reaction of bases and ozonides. As a quenching agent in the ozonolysis of a variety of alkenes, the reactions involving triethylamine often gave better yields and proceeded faster than those involving methyl sulfide. On the other hand, in the presence of 4 A molecular sieves, the secondary amines reacted with mono- and 1,1-di-substituted ozonides to afford the reductive amination products in high yields. The formation of ammonium formate in the reaction mixture also supported the E1cb mechanism in the reaction of ozonide and amine.
The ozonolytic cleavage of cycloalkenes in the presence of methyl pyruvate to yield the terminally differentiated compounds
Hon, Yung-Son,Yanb, Sann-Long
, p. 6591 - 6594 (2007/10/02)
The ozonolytic cleavage of cycloalkenes in the presence of methyl pyruvate affords the trisubstituted ozonides. These ozonides possess triple reactive sites which could be converted to several terminally differentiated products via reduction or base treatment.