| Title | Efficient synthesis of 8-oxa-bicyclo[3.2.1] octane derivatives from D-arabinose |
| Authors | Liu, Yi Han, Tian-Xiang Yang, Zhen-Jun Zhang, Liang-Ren Zhang, Li-He |
| Affiliation | Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100083, Peoples R China. Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, 38 Xueyuan Rd, Beijing 100083, Peoples R China. |
| Keywords | RING-CLOSING METATHESIS GENERAL-ROUTE ANALOGS CYCLOADDITION CYCLIZATION 1ST B-2 REARRANGEMENT CARBOCYCLES CARBASUGAR |
| Issue Date | 2007 |
| Publisher | tetrahedron asymmetry |
| Citation | TETRAHEDRON-ASYMMETRY.2007,18,(19),2326-2331. |
| Abstract | Our studies of the TIBAL-promoted Claisen rearrangement reaction and ring-closing metathesis (RCM) resulted in the development of an e. fficient synthetic route to polyfunctional seven-membered carbasugar synthons from D- arabinose. Moreover, the construction of 8-oxa-bicyclo[3.2.1] octane derivatives 10 and 13 was achieved by BCl3 or iodide- promoted intramolecular electrophilic addition reactions, which were regio- and stereoselective. (c) 2007 Elsevier Ltd. All rights reserved. |
| URI | http://hdl.handle.net/20.500.11897/157209 |
| ISSN | 0957-4166 |
| DOI | 10.1016/j.tetasy.2007.08.033 |
| Indexed | SCI(E) |
| Appears in Collections: | 药学院 天然药物与仿生药物国家重点实验室 |
