88082-84-2

Upstream product

• 19980-19-9 4-t-butyl-1-trimethylsilyloxy-1-cyclohexene 
• 100-52-7 benzaldehyde 
• 98-53-3 4-tercbutyl-cyclohexanone 
• 88044-20-6 (2S,4R)-4-tert-Butyl-2-(hydroxy-phenyl-methyl)-cyclohexanone 
• 88044-20-6 (2S,4S)-4-tert-Butyl-2-(hydroxy-phenyl-methyl)-cyclohexanone 

Downstream Products

• 4855-08-7 cis 2-benzyl-4-tert-butylcyclohexanone 
• 88044-20-6 (2S,4S)-4-tert-Butyl-2-(hydroxy-phenyl-methyl)-cyclohexanone 
• 4855-08-7 trans 2-Benzyl-4-tert-butylcyclohexanone 
• 88044-20-6 (2S,4R)-4-tert-Butyl-2-(hydroxy-phenyl-methyl)-cyclohexanone 
• 175286-32-5 6-((E)-benzylidene)-8-tert-butyl-1,4-dioxaspiro[4.5]decane 
• 75910-67-7 2-trans-benzylidene-4-t-butylcyclohexane 

Relevant academic research and scientific papers

π-facial diastereoselection in the 1,2-addition of allylmetal reagents to 2-methoxycyclohexanone and tetrahydrofuranspiro(2-cyclohexanone)

The stereochemical course of the 1,2-addition of several allylmetal reagents and of the Normant Grignard [ClMgO(CH2)3MgCl] to 2-methoxycyclohexanone and tetrahydrofuranspiro-(2-cyclohexanone) has been determined. In four of the six substrates examined, a 4-tert-butyl group is present to serve as a conformational anchor. The neighboring methoxyl substituent is shown to be capable of engaging effectively in chelation, although special circumstances can dictate otherwise. Experiments involving the allylindium reagent as the nucleophile in aqueous solution reveal that the presence of water does not inhibit the operation of chelation control, which often exceeds that attainable with the corresponding magnesium, cerium, and chromium reagents in anhydrous media by significant margins. The extent to which cooperation between the α-oxygen atom and control of π-facial nucleophilic attack reaches a maximum ( > 97:3) is when the system is conformationally rigid and the 2-methoxy and 4-tert-butyl groups are both oriented equatorially. As the steric bulk about the oxygen is increased, the ability of indium to anchor onto the heteroatom is significantly lessened. The results of competition experiments are detailed. The prospects for useful synthetic applications of indium catalysis in water or water/THF mixtures appear to be very promising.

Facile evolution of asymmetric organocatalysts in water assisted by surfactant Br?nsted acids

Simple mixing of chiral amines and surfactant Br?nsted acids such as p-dodecyl benzenesulfonic acid (DBSA) leads to highly effective and selective organocatalysts in water. The in situ generated catalysts catalyze highly stereoselective desymmetrization o

ALDOL REACTION OF TRICHLOROTITANIUM ENOLATES. REVALUATION OF THE BOAT TRANSITION STATE

The trichlorotitanium enolates generally undergo an erythro selective aldol reaction except one case which gives a threo aldol.A new form of the boat transition state has been proposed.

ERYTHRO SELECTIVE ALDOL REACTION OF α-TRICHLOROSTANNYL KETONES

The aldol reaction of α-stannyl ketones with aromatic and aliphatic aldehydes is highly (up to 95percent) erythro selective.