Annulation of a 4-pyrrolylbutanal to a 5,6-dihydroindolizine Core: A Novel Diastereoselective Synthesis of (±)-Indolizidine 167B

Roberta      Settambolo; Giuditta      Guazzelli; Raffaello      Lazzaroni

doi:10.2174/1570178053202847

Abstract

The synthesis of (±)-Indolizidine167B has been accomplished in 4 steps and 13.5 % overall yield from 4-carboxyethyl-4-(pyrrol-1-yl)butanal (1) via successive manipulations of 5,6-dihydroindolizine intermediates and final diastereoselective hydrogenation .

Keywords: 4-pyrrolylbutanal, intramolecular cyclodehydration, indolizidine 167b, 5,6-dihydroindolizines

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Letters in Organic Chemistry

Title: Annulation of a 4-pyrrolylbutanal to a 5,6-dihydroindolizine Core: A Novel Diastereoselective Synthesis of (±)-Indolizidine 167B

Volume: 2 Issue: 2

Author(s): Roberta Settambolo, Giuditta Guazzelli and Raffaello Lazzaroni

Affiliation:

Keywords: 4-pyrrolylbutanal, intramolecular cyclodehydration, indolizidine 167b, 5,6-dihydroindolizines

Abstract: The synthesis of (±)-Indolizidine167B has been accomplished in 4 steps and 13.5 % overall yield from 4-carboxyethyl-4-(pyrrol-1-yl)butanal (1) via successive manipulations of 5,6-dihydroindolizine intermediates and final diastereoselective hydrogenation .

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Settambolo Roberta, Guazzelli Giuditta and Lazzaroni Raffaello, Annulation of a 4-pyrrolylbutanal to a 5,6-dihydroindolizine Core: A Novel Diastereoselective Synthesis of (±)-Indolizidine 167B, Letters in Organic Chemistry 2005; 2 (2) . https://dx.doi.org/10.2174/1570178053202847