Strong base- or acid-mediated chemoselectivity shifts in the synthesis of 2H-chromene or coumarin derivatives from common Baylis-Hillman adducts. Issue 29 (22nd July 2015)
- Record Type:
- Journal Article
- Title:
- Strong base- or acid-mediated chemoselectivity shifts in the synthesis of 2H-chromene or coumarin derivatives from common Baylis-Hillman adducts. Issue 29 (22nd July 2015)
- Main Title:
- Strong base- or acid-mediated chemoselectivity shifts in the synthesis of 2H-chromene or coumarin derivatives from common Baylis-Hillman adducts
- Authors:
- Faridoon,
Olomola, Temitope O.
Tukulula, Matshawandile
Klein, Rosalyn.
Kaye, Perry T. - Abstract:
- Abstract: Reaction of tert -butyl 3-(2-hydroxyphenyl)-2-methylenepropanoate esters with aqueous KOH provides convenient and chemoselective one-pot access to 2 H -chromene-3-carboxylic acids, the overall transformation involving tandem conjugate addition, hydrolysis and elimination steps. The methodology complements the chemoselective, acid-catalysed route to 3-substituted coumarins from the same substrates by switching the regioselectivity of cyclisation. Graphical abstract:
- Is Part Of:
- Tetrahedron. Volume 71:Issue 29(2015)
- Journal:
- Tetrahedron
- Issue:
- Volume 71:Issue 29(2015)
- Issue Display:
- Volume 71, Issue 29 (2015)
- Year:
- 2015
- Volume:
- 71
- Issue:
- 29
- Issue Sort Value:
- 2015-0071-0029-0000
- Page Start:
- 4868
- Page End:
- 4873
- Publication Date:
- 2015-07-22
- Subjects:
- 2H-Chromene-3-carboxylic acids -- Coumarins -- Chemoselective synthesis -- Baylis-Hillman
Chemistry, Organic -- Periodicals
547.005 - Journal URLs:
- http://www.elsevier.com/journals ↗
- DOI:
- 10.1016/j.tet.2015.04.104 ↗
- Languages:
- English
- ISSNs:
- 0040-4020
- Deposit Type:
- Legaldeposit
- View Content:
- Available online (eLD content is only available in our Reading Rooms) ↗
- Physical Locations:
- British Library DSC - 8796.850000
British Library DSC - BLDSS-3PM
British Library STI - ELD Digital store - Ingest File:
- 21992.xml