Diastereoselective synthesis of macrocycles incorporating the spiro-indolofurans and -indolodioxolanes
摘要:
Generation of intramolecular macrocyclic carbonyl ylides from aldehyde group tethered to diazoamides in the presence of rhodium(II) acetate and their successful [3+2]-cycloaddition afforded the corresponding macrocycles incorporating spiro-indolofurans, -indolofuropyrroles, -indolofurofurans, and -indolodioxolanes in moderate to good yield with complete diastereoselectivity. The competition between the electrocyclization and [3+2]-cycloaddition reactions of macrocyclic carbonyl ylides was also demonstrated. (C) 2011 Elsevier Ltd. All rights reserved.
Diastereoselective synthesis of macrocycles incorporating the spiro-indolofurans and -indolodioxolanes
摘要:
Generation of intramolecular macrocyclic carbonyl ylides from aldehyde group tethered to diazoamides in the presence of rhodium(II) acetate and their successful [3+2]-cycloaddition afforded the corresponding macrocycles incorporating spiro-indolofurans, -indolofuropyrroles, -indolofurofurans, and -indolodioxolanes in moderate to good yield with complete diastereoselectivity. The competition between the electrocyclization and [3+2]-cycloaddition reactions of macrocyclic carbonyl ylides was also demonstrated. (C) 2011 Elsevier Ltd. All rights reserved.
Rhodium(<scp>ii</scp>) catalyzed synthesis of macrocycles incorporating oxindole via O–H/N–H insertion reactions
作者:Sengodagounder Muthusamy、Thangaraju Karikalan
DOI:10.1039/c4ob01671h
日期:——
an oxindole unit were synthesized in good yield via rhodium(II) acetate dimer catalyzed intramolecular O–H/N–H insertion reactions. Interestingly, synthesis of C2-symmetric macrocycles in moderate yield was also demonstrated via head to tail dimerization involving double intermolecular O–H insertion when the spacer length was decreased. The synthesis of chiral macrocycles was also delineated. This study