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Free keywords:
DIELS-ALDER REACTIONS; BARBIER-TYPE REACTIONS; CHIRAL AUXILIARIES; AQUEOUS-SOLUTION; BENZYL ESTER; IMINES; CYCLOADDITIONS; DERIVATIVES; DIENE
Abstract:
The Pictet-Spengler cyclization of iminium salts generated in situ from N-(beta-3-indolyl)ethyl substituted amino acid esters and differently substituted aldehydes proceeds with high stereoselectivity to deliver chiral tetrahydro-beta-carbolines with diastereomer ratios up to 98.5:1.5.