Intercepting the Nazarov Oxyallyl Intermediate with -Formylvinyl Anion Equivalents to Access Formal Morita-Baylis-Hillman Alkylation Products

doi:10.1055/s-0036-1588769

Title:	Intercepting the Nazarov Oxyallyl Intermediate with -Formylvinyl Anion Equivalents to Access Formal Morita-Baylis-Hillman Alkylation Products
Authors:	Wu, Yen-Ku Lin, Rongrong West, F. G. 應用化學系 Department of Applied Chemistry
Keywords:	interrupted Nazarov cyclization;oxyallyl cation;allenol ethers;carbonyl umpolung;Morita-Baylis-Hillman alkylation
Issue Date:	1-Jul-2017
Abstract:	A Lewis acid catalyzed cationic domino reaction involving sequential electrocyclization and polar addition of allenol ethers onto the resulting oxyallyl species is described. The overall sequence allows a highly stereoselective synthesis of densely substituted cyclopentanoid compounds containing -formylvinyl functionality which is formally equivalent to products of a Morita-Baylis-Hillman alkylation process.
URI:	http://dx.doi.org/10.1055/s-0036-1588769 http://hdl.handle.net/11536/145789
ISSN:	0936-5214
DOI:	10.1055/s-0036-1588769
Journal:	SYNLETT
Volume:	28
Begin Page:	1486
End Page:	1490
Appears in Collections:	Articles