Lewis acid-promoted cyclization/halogenation of allenyl ethenetricarboxylates and the corresponding amides: stereoselective synthesis of haloalkenyl five-membered heterocycles-Reference-Cited by-同舟云学术

Lewis acid-promoted cyclization/halogenation of allenyl ethenetricarboxylates and the corresponding amides: stereoselective synthesis of haloalkenyl five-membered heterocycles

Published:2014 Issue:23 Volume:12 Page:3964-3975
ISSN:1477-0520
Container-title:Org. Biomol. Chem.
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Fukushima Yugo¹²³⁴,Yamazaki Shoko⁵⁶⁷,Ogawa Akiya¹²³⁴

Affiliation:

1. Department of Applied Chemistry

2. Graduate School of Engineering

3. Osaka Prefecture University

4. Sakai, Japan

5. Department of Chemistry

6. Nara University of Education

7. Nara 630-8528, Japan

Abstract

Lewis acid-promoted intramolecular reactions of allenyl ethenetricarboxylates and the corresponding amides gave 3,4-trans haloalkenyl five-membered heterocycles stereoselectively. Transformations of the products utilizing the haloalkenyl functionality have been demonstrated.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2014/OB/C4OB00233D

Reference51 articles.

1. The Chemistry of Allenes , ed. S. R. Landor , Academic , London , 1982 , vol. 1

2. Modern Allene Chemistry , ed. N. Krause and A. S. K. Hashmi , Wiley-VCH , Weinheim, Germany , 2004 , vol. 1 and 2

3. S. Ma , Palladium-Catalyzed Two- or Three-Component Cyclization of Functionalized Allenes in Palladium in Organic Synthesis , ed. J. Tsuji , Springer , Berlin, Germany , 2005 , pp. 183–210

4. Electrophilic Addition and Cyclization Reactions of Allenes

5. Palladium-Catalyzed Reactions of Allenes

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