Prasad, Kavirayani R. ; Kumar, S. Mothish (2013) Unprecedented formation of a 14-membered dihydropyran macrocycle via sequential olefin cross metathesis-intramolecular hetero Diels–Alder reaction Tetrahedron, 69 (31). pp. 6512-6518. 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.2013.05.032
Abstract
Formation of a 2,3-dihydro-4H-pyran containing 14-membered macrocycle by sequential olefin cross metathesis and a highly regiospecific hetero Diels–Alder reaction was observed in the reaction of a hydroxydienone derived from tartaric acid with Grubbs' second generation catalyst. It was found that the free alcohol in the hydroxyenone led to the macrocycle formation, while protection of the hydroxy group formed the ring closing metathesis product.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Macrolides; Olefin Cross Metathesis; Hetero Diels–alder Reaction; Tandem Reactions |
| ID Code: | 105633 |
| Deposited On: | 21 Dec 2017 12:04 |
| Last Modified: | 21 Dec 2017 12:04 |
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