88563-99-9

Upstream product

• 299-42-3 ephedrine 
• 591-51-5 phenyllithium 
• 678991-32-7 E-(+)-(1'S,2'S)-N-methyl-N-(2'-phenyl-2'-hydroxy-1'-methylethyl)but-2-enamide 
• 107740-73-8 N-crotonyl-(-)-ephedrine 
• 100-58-3 phenylmagnesium bromide 
• 79164-28-6 N-crotonyl-(+)-ephedrin 

Downstream Products

• 2031-46-1 (R)-3-phenylbutanol 
• 772-14-5 (R)-3-phenylbutyric acid 
• 88564-08-3 Trifluoro-acetic acid (R)-1-((R)-3-phenyl-butyl)-1-(2,2,2-trifluoro-acetoxymethyl)-decyl ester 
• 88564-02-7 (2R,5R)-2-Phenyl-5-((2R,4aR,7R,8aR)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-tetradecan-5-ol 
• 88564-04-9 (R)-2-((R)-3-Phenyl-butyl)-undecane-1,2-diol 
• 88564-07-2 Trifluoro-acetic acid (S)-1-((R)-3-phenyl-butyl)-1-(2,2,2-trifluoro-acetoxymethyl)-decyl ester 
• 88564-02-7 (2R,5S)-2-Phenyl-5-((2S,4aR,7R,8aS)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-tetradecan-5-ol 
• 88564-03-8 (S)-2-((R)-3-Phenyl-butyl)-undecane-1,2-diol 
• 27798-98-7 (-)(R)-4-bromo-2-phenyl-butane 
• 4593-90-2 (S)-2-phenylbutanoic acid 
• 88564-09-4 Trifluoro-acetic acid (S)-1-((S)-3-phenyl-butyl)-1-(2,2,2-trifluoro-acetoxymethyl)-decyl ester 
• 88564-10-7 Trifluoro-acetic acid (R)-1-((S)-3-phenyl-butyl)-1-(2,2,2-trifluoro-acetoxymethyl)-decyl ester 
• 88564-02-7 (2S,5R)-2-Phenyl-5-((2R,4aR,7R,8aR)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-tetradecan-5-ol 
• 88564-02-7 (2S,5S)-2-Phenyl-5-((2S,4aR,7R,8aS)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-tetradecan-5-ol 

Relevant academic research and scientific papers

(S,S)-(+)-pseudoephedrine as chiral auxiliary in asymmetric conjugate addition and tandem conjugate addition/α-alkylation reactions

(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 SYNTHESES BASED ON HEXAHYDRO-4,4,7-TRIMETHYL-1,3-BENZOXATHIANS

Earlier work concerned with a highly stereoselective asymmetric synthesis based on a 1,3-oxathiane as the chiral auxiliary reagent is reviewed and recent applications to the synthesis of the four stereoisomers of malyngolide, of (R)-(+)-γ-caprolactone (a

A FACILE ASYMMETRIC SYNTHESIS OF β-SUBSTITUTED ALKANOIC ACID. THE HIGHLY STEREOSELECTIVE MICHAEL ADDITION OF GRIGNARD REAGENTS TO α,β-UNSATURATED CARBOXYLIC AMIDES DERIVED FROM L-EPHEDRINE

The Michael addition of Grignard reagents to chiral α,β-unsaturated carboxylic amides derived from l-ephedrine affords highly optically active β-substituted alkanoic acids after acid hydrolysis.This high stereoselectivity is explained by considering the formation of rigid internal chelate complexes.