849582-81-6Relevant articles and documents
Organocatalytic asymmetric cyclopropanation of α,β-unsaturated aldehydes with arsonium ylides
Zhao, Yun-Hui,Zhao, Gang,Cao, Wei-Guo
, p. 2462 - 2467 (2008/03/13)
A novel organocatalytic asymmetric cyclopropanation of α,β-unsaturated aldehydes with arsonium ylides using diphenylprolinol silylether as a catalyst is described. A variety of chiral cyclopropyl aldehydes are obtained in moderate to good yields with up t
Application of novel sulfonamides in enantioselective organocatalyzed cyclopropanation
Hartikka, Antti,Slosarczyk, Adam T.,Arvidsson, Per I.
, p. 1403 - 1409 (2008/02/10)
Three novel aryl sulfonamides derived from (2S)-indoline-2-carboxylic acid have been obtained and used as organocatalysts. The catalysts incorporate diverse functionality on the phenyl ring, enabling steric, and electronic fine tuning of the catalysts. Th
Enantioselective organocatalytic cyclopropanations. The identification of a new class of iminium catalyst based upon directed electrostatic activation
Kunz, Roxanne K.,MacMillan, David W. C.
, p. 3240 - 3241 (2007/10/03)
A new method for enantioselective organocatalytic cyclopropanation is described. This study outlines the identification of a new class of iminium catalyst based on the concept of directed electrostatic activation (DEA). This novel organocatalytic mechanism exploits dual activation of ylide and enal substrates through a proposed electrostatic activation and stereodirected protocol. Formation of trisubstituted cyclopropanes with high levels of enantio- and diastereoinduction is accomplished for a variety of α,β-unsaturated aldehydes and sulfonium ylides. In addition, mechanistic studies have found that this cyclopropanation reaction exhibits enantioselectivity and reactivity profiles that are in accord with the proposed DEA step. Copyright
