Sabitha, Gowravaram ; Bhaskar, V. ; Siva Sankara Reddy, S. ; Yadav, J. S. (2008) Stereoselective total synthesis of (+)-(6R,2'S)-cryptocaryalactone and (−)-(6S,2'S)-epi cryptocaryalactone Tetrahedron, 64 (44). pp. 10207-10213. ISSN 0040-4020
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Official URL: http://www.sciencedirect.com/science/article/pii/S...
Related URL: http://dx.doi.org/10.1016/j.tet.2008.08.032
Abstract
The total synthesis of (+)-(6R,2'S)-cryptocaryalactone and (−)-(6S,2'S)-epi cryptocaryalactone is reported based on stereoselective reduction of δ-hydroxy β-keto ester to install 1,3-polyol system, cis Wittig olefination, and lactonization as the key steps. The synthesis of (−)-(6S,2'S)-epi cryptocaryalactone is also reported using syn-benzylidene acetal formation and a preferential Z-Wittig olefination reaction and lactonization as the key steps.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | α,β-unsaturated δ-lactone; Base Catalyzed Conjugate Addition; Z-Wittig Olefination; Stereoselective Reduction; Cis Wittig Olefination; 1,3-polyol |
| ID Code: | 58830 |
| Deposited On: | 02 Sep 2011 03:32 |
| Last Modified: | 02 Sep 2011 03:32 |
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