905984-16-9

Basic information

• Product Name: lithium [R(R*,R*)]-(+)-bis(α-methylbenzyl)amide
• Synonyms: lithium [R(R*,R*)]-(+)-bis(α-methylbenzyl)amide
• CAS NO: 905984-16-9
• Molecular Weight: 231.267
• Mol File: 905984-16-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: lithium [R(R*,R*)]-(+)-bis(α-methylbenzyl)amide(CAS DataBase Reference)
• NIST Chemistry Reference: lithium [R(R*,R*)]-(+)-bis(α-methylbenzyl)amide(905984-16-9)
• EPA Substance Registry System: lithium [R(R*,R*)]-(+)-bis(α-methylbenzyl)amide(905984-16-9)

Safety Data

• Hazardous Substances Data: 905984-16-9(Hazardous Substances Data)

Upstream product

• 109-72-8 n-butyllithium 
• 10024-74-5 (R,R)-N,N-bis-(1-phenylethyl)amine 
• 51329-17-0 bis(trimethylsilylmethyl)magnesium 
• 40648-92-8 (R,R)-(+)-bis[alpha-methylbenzyl]amine hydrochloride 

Downstream Products

• 777067-26-2 [(R,R)-bis(α-methylbenzyl)amino]phosphorous dichloride 
• 656233-47-5 N,N-di[(R)-1-phenylethyl]-[(S)-1,1'-spirobiindane-7,7'-diyl]phosphoramidite 
• 656233-47-5 (11aR)-(+)-10,11,12,13-tetrahydrodiindeno[7,1-de:1', 7'-fg][1,3,2]dioxaphosphocin-5-bis[(R)-1-phenylethyl]amine 

Relevant articles and documents

Concise synthesis and applications of enantiopure spirobiphenoxasilin-diol and its related chiral ligands

The development of chiral architectures for chiral ligand and catalyst discovery is essential for asymmetric catalysis. Herein, we report the concise synthesis of a Si-centered spirocyclic skeleton, spirobiphenoxasilin-diol (SPOSiOL), and its derived chiral ligands. Using the chemical resolution method, the optical SPOSiOL could be obtained in high yield on a gram scale. Preliminary studies indicated that this ligand scaffold has great potential in transition metal-catalyzed asymmetric reactions. This finding further highlights that the Si-centered spirocyclic scaffolds are of great value in asymmetric catalysis. This journal is

Bridgehead lithiation-substitution of bridged ketones, lactones, lactams, and imides: Experimental observations and computational insights

The viability of bridgehead lithiation-substitution of bridged carbonyl compounds has been tested in the laboratory, and the results were rationalized with the aid of a computational study. Lithiation-substitution was found to be possible for ketones, lactones, lactams, and imides havingsmall bridges, including examples having [3.2.1], [3.2.2], [3.3.1], [4. 2.1], and [4.3.1] skeletons. Smaller systems, where the sum of the bridging atoms (S) was 5, for example [2.2.1] or [3.1.1] ketones or [2.2.1] lactams, did not undergo controlled bridgehead substitution. Ketones or lactams having a [2.2.2] structure also did not give bridgehead substitution. B3LYP calculations accurately predict this behavior with negative ΔErxn values being calculated for the successful deprotonations and positive ΔE rxn values being calculated forthe unsuccessful ones. NBO calculations were also performed on the anio nic deprotonated species, and these show that some structures are best represented as bridgehead enolates and some are best represented as R-keto carbanions.