An enantioselective synthesis of the Strychnos alkaloid (-)-tubifoline, involving the kinetic resolution of racemic 1-(3-pyridyl)ethanol, the orthoester Claisen rearrangement of the enantiopure allylic alcohol 5, Smith indolization of the resulting 4-piperidineacetate 6, photocyclization of chloroacetamide 9, and final transannular cyclization, is reported. Copyright (C) 1996 Elsevier Science Ltd

An enantioselective synthesis of the Strychnos alkaloid (-)-tubifoline / M. Amat, M. Coll, D. Passarella, J. Bosch. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 7:10(1996), pp. 2775-2778. [10.1016/0957-4166(96)00359-X]

An enantioselective synthesis of the Strychnos alkaloid (-)-tubifoline

D. Passarella;
1996

Abstract

An enantioselective synthesis of the Strychnos alkaloid (-)-tubifoline, involving the kinetic resolution of racemic 1-(3-pyridyl)ethanol, the orthoester Claisen rearrangement of the enantiopure allylic alcohol 5, Smith indolization of the resulting 4-piperidineacetate 6, photocyclization of chloroacetamide 9, and final transannular cyclization, is reported. Copyright (C) 1996 Elsevier Science Ltd
Settore CHIM/06 - Chimica Organica
TETRAHEDRON-ASYMMETRY
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/183107
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