Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2013, Issue 22, Pages 4748-4751Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201300558
Keywords
Rearrangement; Oxygen heterocycles; Lewis acids; Cycloaddition; Cleavage reactions
Categories
Funding
- National Natural Science Foundation of China [21172074]
- Ministry of Education of China, STCSM [12XD1402300]
- 973 Program [2009CB825300]
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Nickel perchlorate catalyzed sequential Meinwald rearrangement of a terminal oxirane through C-O bond cleavage, and cycloaddition with a donor-acceptor oxirane through C-C bond cleavage was developed. The same catalyst mediates the ring opening of the oxirane moiety in two different ways. This method provides an alternative route to synthesize highly substituted 1,3-dioxolanes by using oxiranes instead of aldehydes.
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