296777-68-9

Upstream product

• 1189-71-5 isocyanate de chlorosulfonyle 
• 27299-30-5 (E)-((but-2-en-1-yloxy)methyl)benzene 
• 4784-77-4 (E)-1-Bromo-2-butene 
• 621-84-1 O-benzyl carbamate 
• 53329-00-3 [(but-3-en-2-yloxy)methyl]benzene 
• 4784-77-4 (E/Z)-crotyl bromide 
• 100-51-6 benzyl alcohol 
• 100-39-0 benzyl bromide 

Relevant academic research and scientific papers

Enantioselective and Regiodivergent Functionalization of N-Allylcarbamates by Mechanistically Divergent Multicatalysis

A pair of mechanistically divergent multicatalytic reaction sequences has been developed consisting of nickel-catalyzed isomerization of N-allylcarbamates and subsequent phosphoric-acid-catalyzed enantioselective functionalization of the resulting intermediates. By appropriate selection of reaction partners, in situ generated imines and ene-carbamates are mechanistically partitioned to yield opposing functionalized products. Formal α-functionalization to give protected α-arylamines is achieved upon enantioselective Friedel–Crafts reaction with arene nucleophiles, whereas formal β-functionalization is achieved upon reaction with diarylimine electrophiles in an enantioselective Povarov-[4+2] cycloaddition.

Relay catalysis by a metal-complex/bronsted acid binary system in a tandem isomerization/carbon-carbon bond forming sequence

A one-pot tandem isomerization/carbon-carbon bond forming sequence catalyzed by a ruthenium complex/Bronsted acid binary system is demonstrated. The method enables the use of readily available allylamides to deliver reactive imines under relay catalysis using a binary catalytic system. Subsequent Bronsted acid catalyzed carbon-carbon bond forming reactions of the generated imines with nucleophilic components afforded Friedel-Crafts and Mannich products in good yields. Copyright

Study of the stability of carbocations by chlorosulfonyl isocyanate reaction with ethers

The stability order of various alkyl, allyl, and benzyl carbocations was investigated using the novel technique for comparing the stability of carbocations in solution developed by using a simple CSI reaction with various ethers. The p-methoxycinnamyl carbocation was the most stable in our reaction system and the next stable carbocation was the p-methoxybenzyl carbocation. The stability of the other carbocations decreased with methacryl, t-butyl, cinnamyl, acryl, benzyl, 2° and allyl carbocations in that order.

Synthesis of N-protected allylic amines from allyl ethers

A synthetic method for N-protected allylic amines from allyl ethers using chlorosulfonyl isocyanate (CSI) is presented. The reaction of 4-phenylbut-2-enyl methyl ether (1i) with CSI afforded methyl N-(1-benzylallyl)carbamate (2i) and methyl N-(4-phenylbut

Novel synthetic method for N-allylcarbamates from allyl ethers using chlorosulfonyl isocyanate

Various allyl ethers were converted into the corresponding N- allylcarbamates using chlorosulfonyl isocyanate (CSI) via the stable allylic carbocation rather than β-lactam through [2+2] cycloaddition. The reaction of cinnamyl methyl ether with CSI afforded only methyl N-cinnamylcarbamate at 0°C, but at 20°C, it produced a mixture of methyl N-cinnamylcarbamate and methyl N-(l-phenylprop-2-enyl)carbamate in a 2.7:1 ratio. (C) 2000 Elsevier Science Ltd.