Sequential oxonium–olefin–alkyne cyclization for the stereoselective synthesis of (octahydro-1H-pyrano[3,4-c]pyridin-5-yl)methanone derivatives-Reference-Cited by-同舟云学术

Sequential oxonium–olefin–alkyne cyclization for the stereoselective synthesis of (octahydro-1H-pyrano[3,4-c]pyridin-5-yl)methanone derivatives

Published:2016 Issue:48 Volume:14 Page:11396-11401
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Subba Reddy B. V.¹²³⁴,Hanuman Reddy V.¹²³⁴⁵,Durgaprasad M.¹²³⁴,Gopal Reddy S.¹²³⁴,Lakshmi J. K.⁶²³⁴,Aneesh P. V.⁶²³⁴,Rami Reddy Y. V.⁵⁷⁸⁴

Affiliation:

1. Centre for Semiochemicals

2. CSIR-Indian Institute of Chemical Technology

3. Hyderabad 500 007

4. India

5. Department of Chemistry

6. Centre for Nuclear Magnetic Resonance

7. S. V. University

8. Tirupati 517502

Abstract

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 BF₃·OEt₂ at room temperature.

Funder

Council for Scientific and Industrial Research

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2016/OB/C6OB01641C

Reference45 articles.

1. Mannich Biscyclizations. Total Synthesis of (-)-Ajmalicine

2. Macrodasines A–G, macroline indole alkaloids incorporating fused spirocyclic tetrahydrofuran–tetrahydrofuran and tetrahydrofuran–tetrahydropyran rings

3. Enantiospecific Synthesis of (-)-Alstonerine and (+)-Macroline as Well as a Partial Synthesis of (+)-Villalstonine

4. Discovery of 1,4-Substituted Piperidines as Potent and Selective Inhibitors of T-Type Calcium Channels

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