An unusual acetonide group migration
Journal Article (Journal Article)
Treatment of (2S,3R)-2,3-O-isopropyliden-4-penten-1,2,3-triol mesylate with uracil, K2CO3 did not provide the product of S N2 displacement, but an interesting acetonide group migration product 8. The structure of 8 was secured by spectral analysis and single crystal X-ray analysis. The desired product 2 could be ultimately obtained by Mitsunobu reaction of the alcohol 6 with 3-N-benzoyl uracil followed by basic hydrolysis. © 2003 Elsevier Ltd. All rights reserved.
Full Text
Duke Authors
Cited Authors
- Saksena, AK; Girijavallabhan, VM; Puar, MS; Pramanik, BN; Das, PR; McPhail, AT
Published Date
- September 15, 2003
Published In
Volume / Issue
- 44 / 38
Start / End Page
- 7201 - 7204
International Standard Serial Number (ISSN)
- 0040-4039
Digital Object Identifier (DOI)
- 10.1016/S0040-4039(03)01758-1
Citation Source
- Scopus