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A novel catalytic system, silane/MoO2Cl2 (10 mol %), for the reduction of imines in excellent to moderate yields and chemoselectivity was designed.
At the optimized reaction condition, the acylase-catalyzed domino reactions could provide a series of different spirooxindole products in moderate yields and good diastereoselectivity.
In the current letter, analogs of the CB1 receptor inverse agonist Rimonabant incorporating a carborane cage (either ortho- or meta-carborane) have been synthesized in moderate yields and their structure has been elucidated by means of 1H NMR, 13C NMR, 11B NMR, and HPLC-MS.
Nucleophilic substitution of the α-methoxylated product with carbon nucleophiles such as arenes and allylsilane was successfully carried out in the presence of TiCl4 and the carbon nucleophiles were introduced into the β-position to the CF3 group in moderate yields and with high or reasonable diastereoselectivity.
The synthetic route in Scheme 1 has several advantages, including simple procedures, short reaction times, moderate yields, and mild conditions (room temperature).
This catalyst proceeded to give the enantiomeric bicylopropane product with moderate yields and enantioselectivity.
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The catalyzed aza-Henry was tolerant of unsaturation in the imine substituent, maintaining moderate yield and high enantioselection.
Diphenylacetylene reacted to give spiroindene 4 b in 67 % yield and 93%% ee, whereas a symmetrical dialkyl alkyne gave spiroindene 4 c in moderate yield and enantioselectivity.
Alkenyl bromides and triflates, as well as aryl iodides and bromides, cross-couple in moderate yield and with retention of configuration.
The molecule [BODFluTh] 2FB was prepared via Stille coupling of compounds 1 and 2 in moderate yield and isolated as a bright orange powder (Scheme 1 ).
Transmetalation to Zn followed by a Cu-mediated Negishi cross-coupling afforded benzylation product 214 in moderate yield and excellent ee.
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