A highly diastereo-and enantioselective Mannich reaction of isatin-derived N-Boc imines with homophthalic anhydrides is disclosed for the first time, which allows the direct synthesis of a wide range of oxindole-derived α-aryl-β-amino acids with two adjacent carbon stereogenic centers in a highly stereoselective fashion (up to > 95:5 dr & > 99% ee). The resulted Mannich adducts can be easily converted to chiral spirocyclic δ-lactams with retention of the stereoslectivities.
A phosphine-mediated tandem [3+2] cyclization/intramolecular Wittig reaction of 3-aroylcoumarin with alkynone is described. The high efficiency of tandem process allows the synthesis of 2-chromanone-fused bicyclo[3.2.0]heptenones in moderate to high yields...
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An unprecedented protocol for the efficient and highly chemoselective alkylation of unprotected anilines with deactivated CF3-indole-3-carbinols promoted by In(OTf)3 has been developed. A series of diversified trifluoromethylated (indolyl)phenylmethanes were produced featuring the C-alkylation in moderate to high chemical yields and with high regioselectivities.
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