100190-35-0

Upstream product

• 98-53-3 4-tercbutyl-cyclohexanone 
• 10416-59-8 N,O-bis-(trimethylsilyl)-acetamide 
• 19980-34-8 trimethyl-(2-methyl-cyclopent-1-enyloxy)-silane 
• 121959-66-8 (R)-bis(1-phenyl-2-methoxyethyl)amine 
• 121868-97-1 (R)-2-((R)-2-Methoxy-1-phenyl-ethylamino)-2-phenyl-ethanol 
• 56613-80-0 D-2-phenylglycinol 
• 75-77-4 chloro-trimethyl-silane 
• 121958-27-8 C₁₈H₂₂NO₂^(1-)*Li⁽¹⁺⁾ 

Downstream Products

• 152442-04-1 (R)-4-tert-butylcyclohex-2-enone 
• 74365-82-5 (2S,4R)-(+)-2-methyl-4-tert-butylcyclohexanone 
• 148810-45-1 cis-2-Methyl-4-tert.-butyl-cyclohexanon-⁽¹⁾ 
• 148810-44-0 trans-2-Methyl-4-tert-butylcyclohexanon 
• 74365-81-4 (2R,4R)-(+)-2-methyl-4-tert-butylcyclohexanone 
• 744954-62-9 (R)-4-tert-Butyl-cyclohex-1-enol 
• 16099-37-9 2-benzyl-4-tert-butylcyclohexanone 

Relevant academic research and scientific papers

Enantioselective deprotonation of 4-substituted cyclohexanones by chiral chelated lithium amides having a fluorine-containing alkyl group on amide nitrogen

Chiral chelated lithium armides (2e～h) having a fluorine-containing alkyl group on amide nitrogen were found to induce high enantioselectivity in kinetic deprotonation of 4-substituted cyclohexanones (1a～2d).

Catalytic Asymmetric Reductive Condensation of N–H Imines: Synthesis of C2-Symmetric Secondary Amines

A highly diastereoselective and enantioselective Br?nsted acid catalyzed reductive condensation of N?H imines was developed. This reaction is catalyzed by a chiral disulfonimide (DSI), uses Hantzsch esters as a hydrogen source, and delivers useful C2-symmetric secondary amines.

Optimisation of a lithium magnesiate for use in the non-cryogenic asymmetric deprotonation of prochiral ketones

A study has been conducted to determine whether lithium magnesiates are feasible candidates for the enantioselective deprotonation of 4-alkylcyclohexanones. The commercially available chiral amine (+)-bis[(R)-1-phenylethyl]amine (2-H) was utilised to indu

Development of chiral heteroleptic magnesium amides; Asymmetric deprotonations mediated by six-membered metallocyclic amidomagnesium naphtholates

A series of enantioenriched six-membered metallocyclic amidomagnesium naphtholates were prepared and used to probe the structure-reactivity/selectivity relationships of heteroleptic magnesium base complexes within asymmetric deprotonation reactions. An ef

Enantioselective desymmetrization of prochiral ketones via an organocatalytic deprotonation process

The first desymmetrization of 4-substituted cyclohexanones by organocatalytic asymmetric deprotonation at low catalyst loading is reported. The combination of N,O-bis(trimethylsilyl)acetamide (BSA) and chiral quaternary ammonium aryloxide salts has been u

Chiral bases as useful probes of lithium amide reactivity

Experiments involving competition between chiral and achiral lithium amides provide a qualitative impression of the kinetics of different amide motifs in enolization reactions. The level of enantioselectivity was not diminished by the inclusion of lithium

New potentially dhelating chiral magnesium amide bases for use in enantioselective deprotonation reactions

A series of chiral secondary amines, incorporating a five- or six-membered heterocycle, were synthesised and used to prepare novel chiral magnesium bisamide reagents. These amide bases were subsequently applied within asymmetric deprotonation reactions to

Towards energetically viable asymmetric deprotonations: Selectivity at more elevated temperatures with C2-symmetric magnesium bisamides

A novel chiral magnesium bisamide has enabled the development of effective asymmetric deprotonation protocols at substantially more elevated temperatures. This new, structurally simple, C2-symmetric magnesium complex displays excellent levels o

Chiral and achiral lithium amides having a fluorous ponytail: Preparation and evaluation as a recycling reagent for lithium enolate generation

Diisopropylamine derivatives bearing a perfluoroalkyl chain were prepared and converted to the corresponding lithium amides by treatment with n-butyllithium. The fluorous lithium amides reacted with ketones to efficiently produce lithium enolates. Asymmetric deprotonation of prochiral ketones was also studied using lithium amides derived from chiral fluorous amines, which gave optical yields comparable with the parent nonfluorous chiral lithium amides. These reusable fluorous amines can be easily recovered by liquid-liquid extraction or chromatographic separation. Georg Thieme Verlag Stuttgart.

Enantioselective deprotonation of ketones using a novel heterodimer chiral amide base

A novel heterodimer chiral base system has been prepared and reacted with a series of prochiral ketones in the presence of TMSCl to give efficient formation of the corresponding enol ethers in an enantiomeric excess up to 85%.