Ti (III)-mediated opening of 2, 3-epoxy alcohols to build five-membered carbocycles with multiple chiral centres†

Sreekantha, Midde; Pranitha, Gavinolla; Jagadeesh, B; Chakraborty, Tushar Kanti

dc.contributor.author	Sreekantha, Midde
dc.contributor.author	Pranitha, Gavinolla
dc.contributor.author	Jagadeesh, B
dc.contributor.author	Chakraborty, Tushar Kanti
dc.date.accessioned	2011-05-13T09:13:58Z
dc.date.available	2011-05-13T09:13:58Z
dc.date.issued	2011
dc.identifier.citation	Tetrahedron Letters, 52(14), 2011, 1709-12	en
dc.identifier.uri	http://hdl.handle.net/123456789/666
dc.description.abstract	Stereoselective construction of highly substituted five-membered carbocycles with multiple chiral centres is described. Sharpless kinetic resolution was applied as the key step to prepare the required 2,3-epoxy alcohols and a Ti(III) radical mediated opening of the epoxide ring followed by intramolecular trapping of the generated radical with a suitably placed α,β-unsaturated ester resulted in the formation of five-membered carbocycles with up to three consecutive new chiral centres stereoselectively fixed.	en
dc.format.extent	504558 bytes
dc.format.mimetype	application/pdf
dc.language.iso	en	en
dc.relation.ispartofseries	cdricommunicationno.8021	en
dc.subject	Epoxide opening	en
dc.subject	Ti (III); Iridoids; Carbocyclization	en
dc.subject	Free radicals; Sharpless kinetic resolution	en
dc.title	Ti (III)-mediated opening of 2, 3-epoxy alcohols to build five-membered carbocycles with multiple chiral centres†	en
dc.type	Article	en