220983-57-3

Upstream product

• 624-31-7 4-tolyl iodide 
• 2914-69-4 (S)-(-)-3-butyn-2-ol 
• 80221-02-9 4-(p-tolyl)but-3-yn-2-one 

Downstream Products

• 1108207-64-2 (-)-1-iodo-7-methoxy-2-({[(1S)-1-methyl-3-(4-methylphenyl)-2-propynyl]oxy}methyl)naphthalene 
• 1108207-56-2 (-)-1-bromo-4-methoxy-2-({[(1S)-1-methyl-3-(4-methylphenyl)-2-propynyl]oxy}methyl)benzene 
• 1185105-99-0 (-)-2-bromo-3-({[(1S)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}methyl)pyridine 
• 1393671-42-5 (+)-2-bromo-3-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}pyridine 
• 1393671-39-0 (-)-trimethyl[(2-{[(1R)-1-methyl-3-(4-methylphenyl)prop-2-yn-1-yl]oxy}phenyl)-ethynyl]silane 

Relevant academic research and scientific papers

Lipase-catalyzed kinetic resolution of 3-butyn-2-ol

Optically active 3-butyn-2-ol, an important building block, was synthesized successfully using lipase-catalyzed kinetic resolution. Starting from the thus obtained 3-butyn-2-ol, several 4-aryl-substituted compounds were synthesized enantioselectively.

A boron-oxygen transborylation strategy for a catalytic midland reduction

The enantioselective hydroboration of ketones is a textbook reaction requiring stoichiometric amounts of an enantioenriched borane, with the Midland reduction being a seminal example. Here, a turnover strategy for asymmetric catalysis, boron.oxygen transb

SN2-Selective allylic substitution of chiral γ-aryl substituted allylic picolinates with alkynylcopper reagents

Substitution of γ-aryl secondary allylic picolinates with alkynyl copper reagents was studied. The copper reagent, prepared from TMSCCMgBr and CuBr·Me2S in 2:1, was subjected to substitution of the picolinate derived from (E)-3-phenyl-1-methyl-2-propenyl alcohol at 0 °C for 1 h in THF to produce a mixture of α-and γ-products and the alcohol in 67:20:13, while the reagent in 3 or 4:1 ratio gave the α-product with 90-91% selectivity. On the contrary, reaction in CH2Cl 2-THF (6-8:1) at 0 °C for 1 h furnished the α-product with 99% regioselectivity. The effect of CH2Cl2 was also demonstrated with eight more examples. Furthermore, 99% inversion was determined by transformation to the literature compound and by chiral HPLC.

Synthetic studies toward chiral aromatic triynes as key substrates for the asymmetric synthesis of helicene-like molecules

We have developed the synthesis of model nonracemic aromatic triynes (-)-(S)-1-4 containing the 1-{[2-(but-3-yn-1-yl)-1-naphthyl]ethynyl}-2-{[((S)-1- methylprop-2-yn-1-yl)oxy]-methyl}naphthalene unit. The common 1,2-di(2-substituted-1-naphthyl)acetylene p