1334512-30-9

Upstream product

• 54976-37-3 (Z)-3-phenyl-2-buten-1-ol 
• 54976-38-4 (E)-3-phenylbut-2-en-1-ol 
• 1579250-14-8 (E)-3-phenyl-2-butenyl picolinate 
• 213596-33-9 2-(4-methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborolane 
• 768392-43-4 (E)-diethyl (3-phenylbut-2-en-1-yl) phosphate 
• 124604-57-5 [(1E)-3-chloro-1-methylprop-1-en-1-yl]benzene 
• 157397-76-7 (E)-methyl 3-phenylbut-2-enyl carbonate 
• 155826-85-0 4-methoxylphenylboronic acid 1,3-propanediol ester 
• 69519-11-5 2-(4-methoxyphenyl)-[1,3,2]-dioxaborolane 
• 171364-79-7 2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1301717-33-8 (S)-1-methoxy-4-(2-phenylbut-3-en-2-yl)benzene 

Relevant academic research and scientific papers

Synthesis of quaternary carbon stereocenters by copper-catalyzed asymmetric allylic substitution of allyl phosphates with arylboronates

A copper-catalyzed asymmetric allylic substitution of γ,γ- disubstituted allyl phosphates with arylboronates has been developed for the construction of quaternary stereocenters. High regio- and enantioselectivities have been achieved by employing a hydroxy-bearing chiral N-heterocyclic carbene ligand, and both E and Z substrates provide the same enantiomer as the major product. The mechanistic aspect of this catalysis has also been investigated to find that a 1:1 copper/ligand complex is most likely responsible for the present asymmetric catalysis, and the reaction proceeds with almost perfect 1,3-anti stereochemistry with respect to the allylic electrophile.

Copper-catalyzed asymmetric allylic substitution of allyl phosphates with aryl- and alkenylboronates

The asymmetric allylic substitution of allyl phosphates with aryl- and alkenylboronates catalyzed by a copper/N-heterocyclic carbene complex was developed and the substitution products were obtained with high enantioselectivity (see scheme). To account for the observed influence of the reaction parameters a possible catalytic cycle for this process was proposed. Copyright