Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2014, Issue 9, Pages 1942-1950Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201301866
Keywords
Domino reactions; Michael addition; Aldol reactions; Cyclopropenes
Categories
Funding
- National Natural Science Foundation of China (NSFC) [21172082, 20872041]
Ask authors/readers for more resources
A highly regioselective cascade formal nucleophilic substitution and aldol reaction of 2-aroyl-1-chlorocyclopropanecarboxylic esters with salicylic aldehydes is described. Under basic conditions, 2-aroyl-1-chlorocyclopropanecarboxylic esters are easily converted into cyclopropene intermediates by simple 1,2-elimination of hydrogen chloride. This highly reactive cyclopropene quickly combines with salicylic aldehyde through a regioselective oxa-addition to the strained C=C bond and a subsequent intramolecular aldol reaction to construct C-O and C-C bonds concomitantly and afford tetrahydrocyclopropa[b]chromene derivatives.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available