3 research outputs found
Thermodynamically Preferred Axial Allylic -NHTs Substituent in Simple 1-Triisopropylsilyl(oxy) Cyclohexenes: Solid State Conformation by X-ray Crystallography
For a series of 6-(4-methylphenylsulphonyl)amino-1-triisopropylsilyl(oxy)-cyclohexenes the preferred conformation, in the solid state, has the 鈥揘HTs (Ts = 4-methylphenylsulphonyl) group in an axial orientation; if the axial-NHTs group experiences a 1,3-diaxial interaction with a methyl group, the equatorial conformation becomes the thermodynamically more stable form
New Trialkylsilyl Enol Ether Chemistry: 伪-N-Tosylamination of Triisopropylsilyl Enol Ethers
Triisopropylsilyl enol ethers reaet with (TsN)2Se to give a-N-tosylamino derivatives in modest to good yields. In the absence of 1,3-diaxial interactions the N-tosylamino group prefers an axial conformation. The axial N-tosylamino derivatives can be readily transformed into the azabicyclo[3.3.1]nonane skeleton, the core structure of a number of alkaloids
Optimization of halopemide for phospholipase D2 inhibition.
Halopemide, which was identified by HTS to inhibit phospholipase D2 (PLD2), provided the basis for an exploratory effort to identify potent inhibitors of PLD2 for use as inflammatory mediators. Parallel synthesis and purification were utilized to rapidly identify orally available amide analogs derived from indole 2-carboxylic acids with superior potency versus PLD2