Sequential oxonium-olefin-alkyne cyclization for the stereoselective synthesis of (octahydro-1H-pyrano[3,4-c]pyridin-5-yl)methanone derivativesElectronic supplementary information (ESI) available. See DOI: 10.1039/c6ob01641c

A broad range of aldehydes undergo a smooth cascade cyclization with ( E )-5-(3-phenylprop-2-ynylamino)pent-3-en-1-ol in the presence of BF 3 ·OEt 2 at room temperature to furnish a novel series of (octahydro-1 H -pyrano[3,4- c ]pyridin-5-yl)methanone derivatives in good yields and diastereoselectiv...

Full description

Saved in:
Bibliographic Details
Main Authors: Subba Reddy, B. V, Hanuman Reddy, V, Durgaprasad, M, Gopal Reddy, S, Lakshmi, J. K, Aneesh, P. V, Rami Reddy, Y. V
Format: Article
Language:English
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A broad range of aldehydes undergo a smooth cascade cyclization with ( E )-5-(3-phenylprop-2-ynylamino)pent-3-en-1-ol in the presence of BF 3 ·OEt 2 at room temperature to furnish a novel series of (octahydro-1 H -pyrano[3,4- c ]pyridin-5-yl)methanone derivatives in good yields and diastereoselectivities. This cascade process provides a simple and proficient alternative for the stereoselective construction of fused pyranopiperidine derivatives. A broad range of aldehydes undergo a smooth cascade cyclization with ( E )-5-(3-phenylprop-2-ynylamino)pent-3-en-1-ol in the presence of BF 3 ·OEt 2 at room temperature.
ISSN:1477-0520
1477-0539
DOI:10.1039/c6ob01641c