100939-31-9Relevant academic research and scientific papers
Regiochemical control of the ring opening of 1,2-epoxides by means of chelating processes.11. Ring opening reactions of aliphatic mono- and difunctionalized cis and trans 2,3- and 3,4-epoxy esters
Azzena, Francesca,Crotti, Paolo,Favero, Lucilla,Pineschi, Mauro
, p. 13409 - 13422 (2007/10/02)
The regiochemical outcome of the ring opening of 1,2-epoxides through chelation processes assisted by metal ions, was verified in the azidolysis of simple aliphatic cis and trans 2,3- and 3,4-epoxy esters and in the corresponding derivatives bearing an ether functionality (OBn) in an allylic relationship to the oxirane ring. The results indicate that the behavior of these epoxides is influenced both by the opening conditions (standard or metal-assisted) and the promoting metal salt [LiClO4 or Mg(ClO4)2]. Copyright
Enantioselective Diastereospecific Synthesis of anti-α-Alkyl-β-hydroxy Esters through Cuprate Opening of Glycidic Esters
Mulzer, Johann,Lammer, Ortrud
, p. 2178 - 2190 (2007/10/02)
A diastereospecific chain elongation of the aldehydes 1 to anti-αalkyl-β-hydroxy esters 2 via the intermediates 4 - 7 is described.By means of the Sharpless epoxidation, 2 may be obtained with >90percent ee in either enantiomer.
