6533b873fe1ef96bd12d4534

RESEARCH PRODUCT

From Overstoichiometric to Substoichiometric Enantioselective Protonation with 2-Sulfinyl Alcohols: A View in Perspective

Ana B. CuencaGregorio AsensioPedro AlemanNuria RodríguezJesus H. GilMercedes Medio-simón

subject

lcsh:QD241-441Reaction conditionslcsh:Organic chemistryProtonComputational chemistryChemistryOrganic ChemistryEnantioselective synthesisOrganic chemistryStereoselectivityProtonationGeneral MedicineEnantiomeric excess

description

A general study of the enantioselective protonation of prochiral enolates with 2-sulfinyl alcohols is reported. The modification of reaction conditions to reduce drastically the amount of chiral proton source needed to obtain a good enantiomeric excess is reported. The effects of the different factors controlling the stereoselectivity are clearly established. Different protocols for enolate generation are compared.

yearjournalcountryeditionlanguage
2005-04-08ChemInform
https://doi.org/10.1002/chin.200549252