847610-46-2

Upstream product

• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 931-50-0 cyclohexylmagnesium bromide 
• 373362-32-4 (2E)-3-cyclohexyl-2-propen-1-yl methyl carbonate 
• 87666-40-8 ethyl (2E)-3-cyclohexyl-3-phenyl prop-2-enoate 
• 26482-40-6 3-cyclohexyl-3-phenylprop-2-en-1-ol 
• 712-50-5 Cyclohexyl phenyl ketone 
• 42134-55-4 (E)-3-cyclohexyl-2-propen-1-ol 
• 5123-13-7 5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane 
• 463933-92-8 diethyl (E)-3-cyclohexyl-2-propenyl phosphate 
• 100-58-3 phenylmagnesium bromide 
• 131665-81-1 3-cyclohexylprop-2-enyl bromide 
• 4392-24-9 3-bromo-1-phenyl-1-propenyl bromide 
• 95124-06-4 (S)-1-cyclohexyl-2-propen-1-ol acetate 
• 22354-65-0 3-cyclohexylallylic acetate 

Relevant academic research and scientific papers

Copper(i)-catalysed asymmetric allylic reductions with hydrosilanes

A copper(i)-catalysed asymmetric allylic reduction enables a regio- and stereoselective transfer of a hydride nucleophile in an SN2′-fashion onto allylic bromides. This transformation represents a conceptually orthogonal approach to allylic substitution reactions with carbon nucleophiles. A copper(i) complex based upon a chiral N-heterocyclic carbene (NHC) ligand allows for stereoselectivity reaching 99% ee. The catalyst enables a stereoconvergent reaction irrespective of the double bond configuration of the starting materials.

Copper-catalyzed asymmetric allylic substitution of allyl phosphates with aryl- and alkenylboronates

The asymmetric allylic substitution of allyl phosphates with aryl- and alkenylboronates catalyzed by a copper/N-heterocyclic carbene complex was developed and the substitution products were obtained with high enantioselectivity (see scheme). To account for the observed influence of the reaction parameters a possible catalytic cycle for this process was proposed. Copyright

Chiral N-heterocyclic carbene-copper(I)-catalyzed asymmetric allylic arylation of aliphatic allylic bromides: Steric and electronic effects on γ-selectivity

Chiral N-heterocyclic carbene ligands were electronically and sterically tuned to improve γ-selectivity in copper(I)-catalyzed asymmetric allylic arylation of aliphatic allylic bromides with several aryl Grignard reagents. High γ-selectivity was realized

Copper-free asymmetric allylic alkylation with grignard reagents

(Chemical Equation Presented) Open wide and say AAA: The copper-free asymmetric allylic alkylation reaction of Crignard reagents, catalyzed by N-heter-ocyclic carbenes, is reported for allyl bromide derivatives. This reaction offers good enantioselectivit

Enantioselective iridium-catalyzed allylic arylation

We describe herein the development of the first iridium-catalyzed allylic substitution using arylzinc nucleophiles. High enantioselectivities were obtained from the reactions, which used commercially available Grignard reagents as the starting materials. This methodology was also shown to be compatible with halogen/metal exchange reactions. Its synthetic potential is demonstrated by its application towards the formal synthesis of (+)-sertraline.

Iridium-catalyzed asymmetric allylic substitution with aryl zinc reagents

Thanks to iridium catalysis, arylzinc reagents undergo regioselective allylic substitution with very high enantioselectivity, when associated with phosphoramidite ligands.

Enantioselective copper-mediated allylic substitution with Grignard reagents employing a chiral reagent-directing leaving group

Enantioselective copper-mediated allylic substitution with Grignard reagents was achieved employing the ortho-diphenylphosphanylferrocene carboxylate (o-DPPF) system as a planar chiral reagent-directing leaving group. Careful optimization of reaction parameters resulted in excellent regioselectivities and enantioselectivies of up to 95% ee.