1437784-91-2

Basic information

• Product Name: (E)-hex-2-en-1-yl tosylcarbamate
• Synonyms: (E)-hex-2-en-1-yl tosylcarbamate
• CAS NO: 1437784-91-2
• Molecular Weight: 297.375
• Mol File: 1437784-91-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (E)-hex-2-en-1-yl tosylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-hex-2-en-1-yl tosylcarbamate(1437784-91-2)
• EPA Substance Registry System: (E)-hex-2-en-1-yl tosylcarbamate(1437784-91-2)

Safety Data

• Hazardous Substances Data: 1437784-91-2(Hazardous Substances Data)

Upstream product

• 6728-26-3 (E)-2-Hexenal 
• 928-95-0 (E)-2-Hexen-1-ol 
• 4083-64-1 Tosyl isocyanate 

Downstream Products

• 1437784-97-8 C₁₄H₁₈BrNO₄S 
• 369354-95-0 4-methyl-N-(1-propyl-2-propenyl)benzenesulfonamide 
• 70-55-3 toluene-4-sulfonamide 
• 57981-16-5 N-(1-propyl-allyl)-4-methyl-benzenesulfonamide 

Relevant articles and documents

Regio- And diastereoselective Pd-catalyzed aminochlorocyclization of allylic carbamates: scope, derivatization, and mechanism

The regio- and diastereoselective synthesis of oxazolidinonesviaa Pd-catalyzed vicinal C-N/C-Cl bond-forming reaction from internal alkenes of allylic carbamates is reported. The oxazolidinones are obtained in yields of 44 to 95% with high to excellent diastereoselectivities (from 6?:?1 to >20?:?1 dr) from readily available precursors. This process is scalable, and the products are suitable for the synthesis of useful amino alcohols. A detailed theoretical and experimental mechanistic study was carried out to describe that the reaction proceeds through ananti-aminopalladation of the alkene followed by an oxidative C-Pd(ii) cleavage with retention of the carbon stereochemistry to yield the major diastereomer. The role of Cu(ii) in a C-Cl bond-forming mechanism step has also been proposed.

Asymmetric cascade reaction to allylic sulfonamides from allylic alcohols by palladium(II)/base-catalyzed rearrangement of allylic carbamates

A regio- and enantioselective tandem reaction is reported capable of directly transforming readily accessible achiral allylic alcohols into chiral sulfonyl-protected allylic amines. The reaction is catalyzed by the cooperative action of a chiral ferrocene palladacycle and a tertiary amine base and combines high step-economy with operational simplicity (e.g. no need for inert-gas atmosphere or catalyst activation). Mechanistic studies support a Pd II-catalyzed [3,3] rearrangement of allylic carbamates - generated in situ from the allylic alcohol and an isocyanate - as the key step, which is followed by a decarboxylation.