Asymmetric Synthesis of Octahydrobenzofuran Core Structure with Three Contiguous Stereogenic Centers and Development of the Absolute Configurations |
| |
| Authors: | Muhammad Sohail Yao-Feng Wang Shaoxiang Wu Wei Zeng |
| |
| Institution: | Department of Applied Chemistry , School of Chemical Engineering and the Environment, Beijing Institute of Technology , Beijing , China |
| |
| Abstract: | Cyclization of enantiopure (S/R)-1 with halogen-reagent-constructed enantiopure octahydrobenzofuran core structure with contiguous three stereogenic centers of both enantiomers (SRR and RSS). The absolute configurations of all compounds have been established from x-ray analysis of the single crystal of (3aS,7aR,7R)-3. The chiral initiation in diastereoselective mode of 5-exo ring closure across C?C bond of pendant cyclohexene moiety has been proposed. Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.] |
| |
| Keywords: | Asymmetric synthesis heterocyclic octahydrobenzofuran stereoselectivity |
|
