1073277-21-0

Basic information

• Product Name: (+/-)-1-(4'-bromophenyl)prop-2-en-1-yl tert-butyl carbonate
• Synonyms: (+/-)-1-(4'-bromophenyl)prop-2-en-1-yl tert-butyl carbonate
• CAS NO: 1073277-21-0
• Molecular Weight: 313.191
• Mol File: 1073277-21-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (+/-)-1-(4'-bromophenyl)prop-2-en-1-yl tert-butyl carbonate(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-1-(4'-bromophenyl)prop-2-en-1-yl tert-butyl carbonate(1073277-21-0)
• EPA Substance Registry System: (+/-)-1-(4'-bromophenyl)prop-2-en-1-yl tert-butyl carbonate(1073277-21-0)

Safety Data

• Hazardous Substances Data: 1073277-21-0(Hazardous Substances Data)

Upstream product

• 1122-91-4 4-bromo-benzaldehyde 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1826-67-1 vinyl magnesium bromide 
• 58824-56-9 1-(p-bromophenyl)prop-2-en-1-ol 

Downstream Products

• 1332506-67-8 tert-butyl(2-(1'-(4''-bromophenyl)allyloxy)but-3-enyloxy)-diphenylsilane 

Relevant articles and documents

Enantioselective Allylation of Alkenyl Boronates Promotes a 1,2-Metalate Rearrangement with 1,3-Diastereocontrol

Alkenyl boronates add to Ir(π-allyl) intermediates with high enantioselectivity. A 1,2-metalate shift forms a second C-C bond and sets a 1,3-stereochemical relationship. The three-component coupling provides tertiary boronic esters that can undergo multiple additional functionalizations. An extension to trisubstituted olefins sets three contiguous stereocenters.

Highly Enantioselective Iridium-Catalyzed Coupling Reaction of Vinyl Azides and Racemic Allylic Carbonates

The iridium-catalyzed enantioselective coupling reaction of vinyl azides and allylic electrophiles is presented and provides access to β-chiral carbonyl derivatives. Vinyl azides are used as acetamide enolate or acetonitrile carbanion surrogates, leading to γ,δ-unsaturated β-substituted amides as well as nitriles with excellent enantiomeric excess. These products are readily transformed into chiral N-containing building blocks and pharmaceuticals. A mechanism is proposed to rationalize the chemoselectivity of this coupling reaction.

Synthesis of enantiopure 1-arylprop-2-en-1-ols and their tert-butyl carbonates

(Chemical Equation Presented) Enantiomerically pure 1-arylpropenols 8 have been prepared by resolution of the corresponding racemates, using the lipase formulation Novozyme 435. Deprotonation of the latter alcohols with n-BuLi, followed by derivatization with (t- BuO)2CO, afforded the corresponding carbonates 5. Optimization of the process is presented.