478166-25-5

Upstream product

• 4039-82-1 Benzyl propargyl ether 
• 1568-65-6 bis(cyclohexanyl)borane 
• 110-83-8 cyclohexene 

Downstream Products

• 2807-10-5 (E)-dec-3-en-1-yne 
• 107148-39-0 (E)-(<(5-(trimethylsilyl)-2-penten-4-ynyl)oxy>methyl)benzene 
• 107148-38-9 (E)-(<(2-penten-4-ynyl)oxy>methyl)benzene 

Relevant academic research and scientific papers

Construction of terminal conjugated enynes: Cu-mediated cross-coupling reaction of alkenyldialkylborane with (trimethylsilyl)ethynyl bromide

The cross-coupling reaction of (E)- and (Z)-alk-1-enyldialkylborane with (trimethylsilyl)ethynyl bromide proceeds in the presence of a catalytic amount of copper(II) acetylacetonate and a base under extremely mild conditions to provide conjugated enynes w

Enantiomerically pure cyclopropylboronic esters: Auxiliary- versus substrate-control

Stable, enantiomerically pure cyclopropylboronic esters are synthesized from alkynes by a hydroboration-cyclopropanation sequence. The direct hydroboration - utilizing 1,3,2-dioxaborolane 4 - is most convenient, however, with more functionalized side-chains it failed to give the desired intermediates. Using the more reactive dicyclohexylborane, followed by oxidation and transesterification, is a good alternative one-pot conversion. Cyclopropanations were performed either following a Simmons-Smith protocol or with diazomethane-palladium(II) acetate. The influence on the diastereoselectivity of the auxiliary 1 is compared with the influence of an additional stereogenic center in the side-chain. The Royal Society of Chemistry 2000.