1311260-08-8

Basic information

• Product Name: tert-butyl ((E)-3-phenylbut-2-en-1-yl) carbonate
• Synonyms: tert-butyl ((E)-3-phenylbut-2-en-1-yl) carbonate
• CAS NO: 1311260-08-8
• Molecular Weight: 248.322
• Mol File: 1311260-08-8.mol

Chemical Properties

• CAS DataBase Reference: tert-butyl ((E)-3-phenylbut-2-en-1-yl) carbonate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl ((E)-3-phenylbut-2-en-1-yl) carbonate(1311260-08-8)
• EPA Substance Registry System: tert-butyl ((E)-3-phenylbut-2-en-1-yl) carbonate(1311260-08-8)

Safety Data

• Hazardous Substances Data: 1311260-08-8(Hazardous Substances Data)

Upstream product

• 98-86-2 acetophenone 
• 945-93-7 ethyl (E)-3-phenylbut-2-enoate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 54976-38-4 (E)-3-phenylbut-2-en-1-ol 

Downstream Products

• 1311260-46-4 (2S,4S)-4-methyl-4-phenylhex-5-ene-1,2-diol 
• 1311260-44-2 (S,E)-(4-methylhexa-1,5-diene-1,4-diyl)dibenzene 
• 1311260-45-3 ethyl (S,E)-5-methyl-5-phenylhepta-2,6-dienoate 
• 131700-49-7 (+)-2-methyl-2-phenylbutane-1,4-diol 
• 1301717-32-7 (S)-(3-methylhexa-1,5-dien-3-yl)benzene 

Relevant articles and documents

Sulfinate-Engaged Nucleophilic Addition Induced Allylic Alkylation of Allenoates

A strategically novel Pd-catalyzed nucleophilic addition induced allylic alkylation reaction (NAAA) of allenoates has been successfully accomplished. By judiciously integrating ZnCl2-promoted Michael addition with Pd-catalyzed allylic alkylation, allenoates readily undergo allyl-sunfonylation at the internal double bond, thus providing a straightforward avenue for the rapid assembly of a host of structurally diversified α-allyl-β-sufonylbut-3-enoate derivatives. The success of this transformation profits from a delicate control of the reaction kinetic of each elementary step, thanks to the synergistic interaction of Pd/Zn bimetallic system, thus suppressing either direct allylic sulfonylation or premature quenching of therein in situ generated ester enolate intermediate. Furthermore, by expanding the scope of workable Michael acceptor beyond those previously required doubly activated ones, such as methylenemalononitrile, the present work substantially enriches the repertoire of NAAA reactions.

Asymmetric Dearomatization/Cyclization Enables Access to Polycyclic Chemotypes

Enantioenriched, polycyclic compounds were obtained from a simple acylphloroglucinol scaffold. Highly enantioselective dearomatization was accomplished using a Trost ligand–palladium(0) complex. A computational DFT model was developed to rationalize observed enantioselectivities and revealed a key reactant-ligand hydrogen bonding interaction. Dearomatized products were used in visible light-mediated photocycloadditions and oxidative free radical cyclizations to obtain novel polycyclic chemotypes including tricyclo[4.3.1.01,4]decan-10-ones, bicyclo[3.2.1]octan-8-ones and highly substituted cycloheptanones.

Enantioselective construction of all-carbon quaternary centers by branch-selective Pd-catalyzed allyl-allyl cross-coupling

The Pd-catalyzed cross-coupling of racemic tertiary allylic carbonates and allylboronates is described. This reaction generates all-carbon quaternary centers in a highly regioselective and enantioselective fashion. The outcome of these reactions is consistent with a process that proceeds by way of 3,3′-reductive elimination of bis(η1-allyl)palladium intermediates. Strategies for distinguishing the product alkenes and application to the synthesis of (+)-α-cuparenone are also described.