137542-89-3Relevant academic research and scientific papers
Lipase catalyzed acylation of primary alcohols with remotely located stereogenic centres: the resolution of (±)-4,4-dimethyl-3-phenyl-1-pentanol
Sabbani, Sunil,Hedenstroem, Erik,Andersson, Jimmy
, p. 1712 - 1720 (2008/02/11)
Enantioselective acylation of some (±)-3-alkyl-3-phenyl-1-propanols was performed with enzymes as catalysts. Moderate enantiomeric ratios (E), ranging up to E = 11.6, were obtained. In the resolution, some of the lipases selectively acylated the (+)-enant
(S,S)-(+)-pseudoephedrine as chiral auxiliary in asymmetric conjugate addition and tandem conjugate addition/α-alkylation reactions
Reyes, Efraim,Vicario, Jose L.,Carrillo, Luisa,Badia, Dolores,Uria, Uxue,Iza, Ainara
, p. 7763 - 7772 (2007/10/03)
(Chemical Equation Presented) Organolithium reagents undergo highly regio- and diastereoselective 1,4-addition to (S,S)-(+)-pseudoephedrine enamides furnishing the corresponding β-alkyl-substituted adducts in excellent yields and diastereoselectivities. In addition, the intermediate lithium enolates generated after the conjugate addition step undergo a highly diastereoselective alkylation reaction, furnishing α,β-dialkyl- substituted amides in high yields. The obtained adducts have been converted into chiral nonracemic β-alkyl- and α,β-dialkyl-substituted carboxylic acids and γ-alkyl- and β,γ-dialkyl-substituted alcohols using very simple and high-yielding procedures.
Asymmetric Michael Additions to α,β-Unsaturated Oxazolines. An Efficient Preparation of Chiral β,β-Disubstituted Propionaldehydes
Meyers, A. I.,Shipman, Michael
, p. 7098 - 7102 (2007/10/02)
A short stereoselective route to a variety of chiral, nonracemic α,β-unsaturated oxazolines derived from (S)-tert-leucinol is described.Addition of organolithium reagents to this chiral oxazoline occurs in a Michael fashion, giving rise to adducts with hi
