Issue 1, 2011

Brønsted-acid catalyzed condensation-Michael reaction-Pictet–Spengler cyclization—highly stereoselective synthesis of indoloquinolizidines

Abstract

A highly diastereoselective methodology for the efficient synthesis of functionalized indolo[2,3-a]quinolizidine skeletons in a one-pot operation has been developed. The protocol makes use of simple and inexpensive starting materials such as tryptamines, 1,3-dicarbonyl compounds and α,β-unsaturated aldehydes in the presence of a Brønsted acid catalyst.

Graphical abstract: Brønsted-acid catalyzed condensation-Michael reaction-Pictet–Spengler cyclization—highly stereoselective synthesis of indoloquinolizidines

Supplementary files

Article information

Article type
Paper
Submitted
14 Jun 2011
Accepted
21 Jun 2011
First published
26 Jul 2011

RSC Adv., 2011,1, 79-82

Brønsted-acid catalyzed condensation-Michael reaction-Pictet–Spengler cyclization—highly stereoselective synthesis of indoloquinolizidines

M. Rueping and C. M. R. Volla, RSC Adv., 2011, 1, 79 DOI: 10.1039/C1RA00305D

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