1300035-52-2

Upstream product

• 187756-41-8 5-hydroxy-pentanoic acid methyl-methoxy-amide 
• 100-39-0 benzyl bromide 
• 32821-74-2 (±)-3-benzyltetrahydro-2H-pyran-2-one 
• 1300035-08-8 5-((tert-butyldimethylsilyl)oxy)-N-methoxy-N-methylpentanamide 
• 542-28-9 3,4,5,6-tetrahydro-2H-pyran-2-one 

Downstream Products

• 1300035-54-4 ((4-benzyl-5-phenylhex-5-en-1-yl)oxy)(tert-butyl)dimethylsilane 
• 1300035-65-7 4-benzyl-5-phenylhex-5-en-1-ol 
• 1300035-57-7 4-benzyl-5-phenylhex-5-enal 
• 1300035-61-3 2-benzyl-5-((tert-butyldimethylsilyl)oxy)-1-phenylpentan-1-one 
• 131140-30-2 1-(tert-Butyldimethylsilyloxy)-4-(phenylmethyl)pentanal 
• 1414916-91-8 (E)-methyl 4-benzyl-7-((tert-butyldimethylsilyl)oxy)hept-2-enoate 
• 1414916-92-9 (E)-methyl 4-benzyl-7-hydroxyhept-2-enoate 
• 1414916-93-0 4-benzyl-7-oxo-hept-2-enoic acid methyl ester 
• 1414916-57-6 (E)-9-tert-butyl 1-methyl 4-benzyl-7-oxonon-2-enedioate ester 

Relevant academic research and scientific papers

The stereochemical course of intramolecular michael reactions

We present a general model for understanding the stereochemical course of intramolecular Michael reactions. We show that the addition of β- ketoester enolates to α,β-unsaturated esters and imides bearing adjacent stereocenters (X, Y = H, Me, OR) leads to high levels of asymmetric induction. Reinforcing and nonreinforcing stereochemical relationships are evaluated from the syn and anti reactant diastereomers. On the basis of synthetic, spectroscopic, and computational studies, we propose that the outcomes of these reactions can be rationalized by a dipole-minimized chair transition-state model.

Use of a tandem Prins/Friedel-Crafts reaction in the construction of the indeno-tetrahydropyridine core of the haouamine alkaloids: Formal synthesis of (-)-haouamine A

A tandem Prins/Friedel-Crafts reaction useful for the construction of the indeno-tetrahydropyridine core of the haouamine alkaloids and a formal synthesis of (-)-haouamine A are described.