24471-37-2

Upstream product

• 1592-38-7 2-Naphthalenemethanol 
• 98-59-9 p-toluenesulfonyl chloride 
• 4124-41-8 p-toluenesulfonylanhydride 

Downstream Products

• 2506-41-4 1-chloromethylnaphthalene 
• 101883-76-5 1-(4-bromo-phenyl)-3-[2]naphthyl-allene 
• 60695-06-9 1-(4-bromo-phenyl)-3-[2]naphthyl-propan-1-one 
• 408321-19-7 1-(4-bromo-phenyl)-3-[2]naphthyl-propyne 

Relevant academic research and scientific papers

Enantioselective α-Benzylation of Acyclic Esters Using π-Extended Electrophiles

The first asymmetric cooperative Lewis base/palladium catalyzed benzylic alkylation of acyclic esters is reported. This reaction proceeds via stereodefined C1-ammonium enolate nucleophiles. Critical to its success was the identification of benzylic phosphate electrophiles, which were uniquely reactive. Alkylated products were obtained with very high levels of enantioselectivity, and this method has been applied toward the synthesis of the thrombin inhibitor DX-9065a.

A one-pot method for the efficient conversion of aryl- and acyl-substituted methyl alcohols into chlorides

A one-pot and efficient conversion of aryl- and acyl-substituted methyl alcohols into the corresponding chlorides is described, which involved tosylation with tosyl chloride and triethylamine in the presence of a catalytic amount of 4-(dimethylamino)pyridine (DMAP) in CH2Cl2, followed by methanol-facilitated replacement of the tosylates with chloride. This mild method is readily amenable to large-scale synthesis.