Double O-H insertion reactions of cyclic rhodium carbenoids: diastereoselective synthesis of macrocyclic oxindoles |
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Authors: | Sengodagounder Muthusamy Pandurangan Srinivasan |
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Institution: | School of Chemistry, Bharathidasan University, Tiruchirappalli 620 024, India |
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Abstract: | Double O-H insertion reactions of cyclic diazo amides 1 and dihydroxy compounds 2 in the presence of rhodium(II) acetate catalyst have been achieved, which ultimately led to the facile synthesis of prototype bis(3-oxy-1,3-dihydro-2H-indol-2-one) systems. This facile double O-H insertion reaction protocol was successfully applied to synthesize several C2-symmetric macrocycles having oxindole units incorporated with complete diastereoselectivity. |
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Keywords: | Diazo amides Oxindoles O-H insertion Macrocycle Rhodium(II) acetate |
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