THE FIRST EXAMPLE OF THE 1-CHALCOGENE-SUBSTITUTED FORMYLOLEFINATION OF THE KETONES AND ALDEHYDES USING 1-LITHIO-2-ETHOXYVINYL CHALCOGENIDES

Authors
YOSHIMATSU M OGURI K IKEDA K GOTOH S
Citation
M. Yoshimatsu et al., THE FIRST EXAMPLE OF THE 1-CHALCOGENE-SUBSTITUTED FORMYLOLEFINATION OF THE KETONES AND ALDEHYDES USING 1-LITHIO-2-ETHOXYVINYL CHALCOGENIDES, Journal of organic chemistry, 63(13), 1998, pp. 4475-4480
Citations number
53
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
63
Issue
13
Year of publication
1998
Pages
4475 - 4480
Database
ISI
SICI code
0022-3263(1998)63:13<4475:TFEOT1>2.0.ZU;2-U
Abstract
The alpha-chalcogene-substituted formylolefinations of ketones and ald ehydes proceeded using 1-lithio-2-ethoxyvinyl chalcogenides/PPSE or TM SOTf produce the alpha-chalcogenoformylolefinated products 4a-1 in hig h yields. Tandem-formylolefination provided the (2Z,4Z)-2,4-bis(chalco geno)pent-2,4-dienals 5d,h,i and (2Z,4Z,6Z)-2,4,6-tris(phenylthio)hept -2, derivatives 7d and 8d, respectively.