[Complete 1,3-Asymmetric Induction into 3-Methyl-4-(3-Acetylpyrrol-1- yl)Butanal to 1-Acetyl-6-Methyl-8-Hydroxy-5,6,7,8-Tetrahydroindolizine Cyclization ]

Title:[Complete 1,3-Asymmetric Induction into 3-Methyl-4-(3-Acetylpyrrol-1- yl)Butanal to 1-Acetyl-6-Methyl-8-Hydroxy-5,6,7,8-Tetrahydroindolizine Cyclization ]

Volume: 3 Issue: 1

Author(s): Giuliano Alagona, Raffaello Lazzaroni, Silvia Rocchiccioli and Roberta Settambolo

Affiliation:

Keywords: pyrrolylbutanal, rhodium-catalyst, hydroxytetrahydroindolizines, hydroformylation, 1, 3-asymmetric induction

Abstract: The formation of 1-acetyl-6-methyl-8-hydroxy-5,6,7,8-tetrahydroindolizine (3) from 3-methyl-4-(3- acetylpyrrol-1-yl)butanal (2), coming from the rhodium catalyzed hydroformylation of 2-methyl-3-(3- acetylpyrrol-1-yl)prop-1-ene (1), is reported. Evidences for both the complete diastereoselective cyclization of 2 and the configuration determination in 3 via 1H, 13 C and IR spectra are reported.

Cite this article as:

Alagona Giuliano, Lazzaroni Raffaello, Rocchiccioli Silvia and Settambolo Roberta, [Complete 1,3-Asymmetric Induction into 3-Methyl-4-(3-Acetylpyrrol-1- yl)Butanal to 1-Acetyl-6-Methyl-8-Hydroxy-5,6,7,8-Tetrahydroindolizine Cyclization ], Letters in Organic Chemistry 2006; 3 (1) . https://dx.doi.org/10.2174/157017806774964486