Gupta, Archana ; Yadav, Veejendra K. (2006) A highly diastereoselective approach to tetrahydrofurans via [3+ 2] cycloadditions of silylmethyl-substituted cyclopropanes with aldehydes and ketones Tetrahedron Letters, 47 (46). pp. 8043-8047. ISSN 0040-4039
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Official URL: http://www.sciencedirect.com/science/article/pii/S...
Related URL: http://dx.doi.org/10.1016/j.tetlet.2006.09.064
Abstract
An efficient and highly diastereoselective synthesis of highly substituted tetrahydrofurans from the reaction of a vicinal t-butyldiphenylsilylmethyl-substituted cyclopropyl diester with aldehydes and ketones has been developed. The 2,5-cis-disubstitution predominates over the 2,5-trans-disubstitution by as much as 12:1. The reaction with cyclic ketones generates spiro-fused tetrahydrofurans in good yields.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | 1,3-Dipole; Cycloaddition; 2,3,5- and 2,3,4,5-substituted Tetrahydrofurans |
| ID Code: | 58243 |
| Deposited On: | 31 Aug 2011 06:57 |
| Last Modified: | 31 Aug 2011 06:57 |
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