173239-50-4

Upstream product

• 76-83-5 trityl chloride 
• 1449741-22-3 (1S,2R)-2-(triphenylmethoxymethyl)-1-(N-methoxy-N-methyl)carbamoylcycropropane 
• 408348-28-7 (1R,5S)-1-(phenylsulfonyl)-3-oxabicyclo[3.1.0]hexan-2-one 
• 1449741-23-4 (1R,2S)-2-(triphenylmethoxy)methyl-1-(N-methoxy-N-methyl)carbamoyl-1-phenylsulfonylcyclopropane 
• 75-11-6 diiodomethane 
• 126027-87-0 (Ζ)-4-(triphenylmethoxy)-2-buten-1-ol 

Downstream Products

• 1449741-29-0 (1S,2R)-1-azidomethyl-2-(triphenylmethoxy)methylcyclopropane 
• 1449741-30-3 (1S,2R)-1-(N-t-butoxycarbonyl)aminomethyl-2-(triphenylmethoxy)methylcyclopropane 

Relevant academic research and scientific papers

Chiral recyclable fluorous disulfonamide ligand for catalytic enantioselective cyclopropanation of allylic alcohols

Allylic alcohols reacted with Et2Zn and CH2I2 in the presence of a catalytic amount of fluorous disulfonamide 3a to afford the corresponding cyclopropylmethanols in 69%-quantitative yields with 49-85% ee. Recovery of the fluorous ligand 3a was readily performed from the reaction mixture by the fluorous solid-phase extraction (FSPE), and the recovered 3a could be reused without a significant loss of the catalytic activity and enantioselectivity.

Cyclopropane-based conformational restriction of GABA by a stereochemical diversity-oriented strategy: Identification of an efficient lead for potent inhibitors of GABA transports

A series of cyclopropane-based conformationally restricted γ-aminobutyric acid (GABA) analogs with stereochemical diversity, that is, the trans- and cis-2,3-methano analogs Ia and Ib and their enantiomers ent-Ia and ent-Ib, and also the trans- and cis-3,4

N,N,N′,N′-Tetraalkyl-2,2′-dihydroxy-1,1′- binaphthyl-3,3′-dicarboxamides: Novel Chiral Auxiliaries for Asymmetric Simons-Smith Cyclopropanation of Allylic Alcohols and for Asymmetric Diethylzinc Addition to Aldehydes

The newly introduced tittle compounds were found to be efficient chiral auxiliaries for the asymmetric Simmons-Smith cyclopropanation of allylic alcohols and for asymmetric addition of diethylzinc to aldehydes. For example, Simmons- Smith cyclopropanation of cinnamyl alcohol in the presence of N,N,N′,N′-tetraethyl-2,2′-dihydroxy-1, 1′-binaphthyl-3, 3′-dicarboxamide (1b) proceeded with high enantioselectivity of 94% ee and addition of diethylzinc to benzaldehyde in the presence of N,N,N′,N′-tetraisopropyl-2,2′-dihydroxy-1,1′-binaphthyl- 3,3′-dicarboxamide (1e) proceeded with enantioselectivity of 99% ee. Although the reaction mechanism of these reactions is still nuclear, a monomeric seven-membered 2,2′-dihydroxy-1,1′-binaphthyl-3,3′-dicarboxamide (1)-Zn complex is considered to be an active species which catalyzes the above reactions, on the basis of NMR experiments.

A Catalytic Enantioselective Reaction Using a C2-Symmetric Disulfonamide as a Chiral Ligand: Simmons-Smith Cyclopropanation of Allylic Alcohols by the Et2Zn-CH2I2-Disulfonamide System

A catalytic and enantioselective Simmons-Smith cyclopropanation of an allylic alcohol was developed by the reaction of an allylic alcohol with Et2Zn and CH2I2 in the presence of a catalytic amount of chiral disulfonamide 4.

Asymmetric Simmons-Smith Cyclopropanation of E-Allylic Alcohols Using 1,1'-Bi-2-naphthol-3,3'-dicarboxamide as a Chiral Auxiliary

N,N,N',N'-Tetraethyl-1,1'-bi-naphthol-3,3'-dicarboxamide (1b) was found to be an effective chiral auxiliary for asymmetric Simmons-Smith cyclopropanation and high enantioselectivity greater than 85percent ee was achieved in the reaction of E-allylic alcohols.

A catalytic enantioselective reaction using a C2-symmetric disulfonamide as a chiral ligand: Cyclopropanation of allylic alcohols by the Et2Zn-CH2I2-disulfonamide system

The first catalytic, enantioselective Simmons-Smith cyclopropanation of an allylic alcohol has been achieved by the reaction of an allylic alcohol with Et2Zn and CH2I2 in the presence of a catalytic amount of chiral disulfonamide 1.