1398654-11-9

Upstream product

• 21087-29-6 trans-3-phenylprop-2-enyl chloride 
• 120539-91-5 prop-2-ynyl-carbamic acid benzyl ester 
• 4392-24-9 3-bromo-1-phenyl-1-propenyl bromide 

Downstream Products

• 1398654-25-5 benzyl cinnamyl(3-phenylprop-2-yn-1-yl)carbamate 
• 1398654-41-5 (1R,6R,7S)-benzyl 6,7-diphenyl-3-azabicyclo[4.1.0]hept-4-ene-3-carboxylate 

Relevant academic research and scientific papers

Rhodium-catalyzed asymmetric cycloisomerization of 1,6-ene-ynamides

The rhodium-catalyzed asymmetric cycloisomerization of heteroatom-bridged 1,6-ene-ynamides proceeded to give high yields of functionalized 3-aza- and oxabicyclo[4.1.0]heptene derivatives with high enantioselectivity, which was achieved by use of a rhodium/chiral diene catalyst. The 1,6-ene-ynamides substituted with 2-oxazolidinone and 2-azetidinone moieties at the alkyne terminus were found to display high reactivity towards the rhodium/chiral diene catalyst, where the chelate coordination of the alkyne moiety and the carbonyl oxygen of the ene-ynamides might be responsible for the high catalytic activity. Copyright

One-point binding ligands for asymmetric gold catalysis: Phosphoramidites with a TADDOL-related but acyclic backbone

Readily available phosphoramidites incorporating TADDOL-related diols with an acyclic backbone turned out to be excellent ligands for asymmetric gold catalysis, allowing a number of mechanistically different transformations to be performed with good to outstanding enantioselectivities. This includes [2 + 2] and [4 + 2] cycloadditions of ene-allenes, cycloisomerizations of enynes, hydroarylation reactions with formation of indolines, as well as intramolecular hydroaminations and hydroalkoxylations of allenes. Their preparative relevance is underscored by an application to an efficient synthesis of the antidepressive drug candidate (-)-GSK 1360707. The distinctive design element of the new ligands is their acyclic dimethyl ether backbone in lieu of the (isopropylidene) acetal moiety characteristic for traditional TADDOLs. Crystallographic data in combination with computational studies allow the efficiency of the gold complexes endowed with such one-point binding ligands to be rationalized.