A convenient method for the synthesis of 3-arylphthalides (3a±q) involving condensation of phthalaldehydic acids (1a,b) with aromatic substrates (2a±k) in the presence of TFA is described.
The chiral metal complex produced in situ from (R)-6,6-Diphenyl-BINOL and Ti(O−i−Pr) 4 as a catalytic system for asymmetric sulfoxidation of aryl methyl and aryl benzyl sulfides in the presence of 70% aqueous TBHP as the oxidant has been investigated. The influence of variation of reagents mole ratios, temperature, solvent and oxidant was examined, and the optimized conditions were then used to oxidize a number of aryl methyl and aryl benzyl sulfides, producing sulfoxides in high enantiopurities (up to 90% ee) and good yields (up to 81%).
A convenient synthesis of naturally occurring angular naphthopyrans and their 6-demethoxy derivatives is described starting from 2-acetyl-1-naphthols along with the synthesis of linear naphthopyrans from 3-acetyl-2-naphthol.
Herein, we have described the synthesis of novel chiral cyclic phase transfer catalysts (PTCs). These catalysts are synthesized from proline, mandelic acid and tartaric acid by using simple synthetic methods with competitive yields. These chiral cyclic phase transfer catalysts have been characterized by 1 H NMR and 13 C NMR spectroscopy, IR spectroscopy and elemental analysis. The effectiveness of these novel chiral cyclic phase transfer catalysts was evaluated by applying them in the enantioselective epoxide synthesis from α, β unsaturated ketone (chalcone) and Darzens condensation. The obtained results show that the synthesized derivatives of proline, mandelic acid and tartaric acid are effectual as PTCs.
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