Home | My Profile | Contact Us
Research Trends Products  |   order gateway  |   author gateway  |   editor gateway  
Register | Forgot Password

Author Resources
 Author Gateway
 Article submission guidelines

Editor Resources
 Editor/Referee Gateway

 Regional Subscription Agents/Distributors
Trends in Heterocyclic Chemistry   Volumes    Volume 7 
Novel chemistry of 5-methylene-substituted 1,3-dioxane-4,6-dione derivatives
Kunio Sugiyama, Takashi Tsuno
Pages: 91 - 106
Number of pages: 16
Trends in Heterocyclic Chemistry
Volume 7 

Copyright © 2001 Research Trends. All rights reserved


The novel chemistry of 5-methylene-substituted 1,3-dioxane-4,6-diones, namely methylene Meldrum’s acids, was examined. These acylals readily reacted with hydrogen peroxide without any catalyst and base to produce epoxides as good crystalline products. On the other hand, these acylals act as dienophiles for the photoenol of o-methylbenzaldehyde to yield [4+2] cycloadducts. However, the reactions of the photoenols of o-methyl-substituted aromatic ketones, such as 2-methylacetophenone and 2-methylbenzophenone, with the acylals gave adducts which bonded between the β-carbon of the acylals and the 2-methyl carbon of the ketones. The γ-allenyl-substituted alkylidene Meldrum’s acids formed an intramolecular CT complex between the allenyl and vinyl moieties. Direct photolyses gave alkenylidenecyclopropanes via a CT excited state, while acetone-sensitizations gave intramolecular [2+2] cycloadducts.

Buy this Article


Buy this article
Buy this volume
Subscribe to this title
Shopping Cart

Quick Links
Search Products
Browse in Alphabetical Order : Journals
Browse by Subject Classification : Journals

Ordering Information Ordering Information
Downloadable forms Downloadable Forms