Stable spiro-endoperoxides by sunlight-mediated photooxygenation of 1,2-O-alkylidene-5(E)-eno-5,6,8-trideoxy-α-D-xylo-oct-1,4-furano-7-uloses
| dc.contributor.author | Çetin F. | |
| dc.contributor.author | Yenil N. | |
| dc.contributor.author | Yüceer L. | |
| dc.date.accessioned | 2025-04-10T11:17:13Z | |
| dc.date.available | 2025-04-10T11:17:13Z | |
| dc.date.issued | 2005 | |
| dc.description.abstract | Sunlight-mediated photooxygenation of 3-O-acetyl and 3-O-methyl derivatives of 1,2-O-alkylidene-5(E)-eno-5,6,8-trideoxy-α-D-xylo-oct-1,4-furano-7- uloses (1a-e) in carbon tetrachloride solution gave stable 4,7-epidioxy derivatives in 4R (2a-e) and 4S (3a-e) configurations. The presence of an endo alkyl, on the 1,2-O-alkylidene group and its size, resulted in an increase of the yield of the 4S isomers. 3-O-Acetyl derivatives yielded products as a mixture of C-7 anomers, whereas 3-O-methyl derivatives gave pure single stereoisomers. © 2005 Elsevier Ltd. All rights reserved. | |
| dc.identifier.DOI-ID | 10.1016/j.carres.2005.09.006 | |
| dc.identifier.uri | http://hdl.handle.net/20.500.14701/52455 | |
| dc.title | Stable spiro-endoperoxides by sunlight-mediated photooxygenation of 1,2-O-alkylidene-5(E)-eno-5,6,8-trideoxy-α-D-xylo-oct-1,4-furano-7-uloses | |
| dc.type | Article |