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

ISSN: 1570-1786
E-ISSN: 1875-6255

Annulation of a 4-pyrrolylbutanal to a 5,6-dihydroindolizine Core: A Novel Diastereoselective Synthesis of (±)-Indolizidine 167B
Authors: Roberta Settambolo¹, Giuditta Guazzelli² and Raffaello Lazzaroni³
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¹ Dipartimento di Chimica e Chimica Industriale, Universita di Pisa, Via Risorgimento 35, 56126 Pisa, Italy. ² Dipartimento di Chimica e Chimica Industriale, Universita di Pisa, Via Risorgimento 35, 56126 Pisa, Italy. ³ Dipartimento di Chimica e Chimica Industriale, Universita di Pisa, Via Risorgimento 35, 56126 Pisa, Italy.
Source: Letters in Organic Chemistry, Volume 2, Issue 2, Mar 2005, p. 176 - 178
DOI: https://doi.org/10.2174/1570178053202847
- Available online: 01 Mar 2005

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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2005-03-01

2025-09-12

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Article Type: Review Article

Keyword(s): 4-pyrrolylbutanal; 5,6-dihydroindolizines; indolizidine 167b; intramolecular cyclodehydration

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

Abstract

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