Yadav, Jhillu S. ; Uma Gayathri, Kamakolanu ; Thrimurtulu, Neetipalli ; Prasad, Attaluri R. (2009) Stereoselective synthesis of 10,14- dimethyloctadec-1-ene, 5,9-dimethyloctadecane, and 5,9- dimethylheptadecane, the sex pheromones of female apple leafminer Tetrahedron, 65 (17). pp. 3536-3544. 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.2009.01.093
Abstract
The stereoselective synthesis of (10R,14R)-10,14-dimethyloctadec-1-ene (1), (5R,9R)-5,9-dimethyloctadecane (2), and (5R,9R)-5,9-dimethylheptadecane (3) the sex pheromone components of female apple leafminer was accomplished by reductive elimination tosyl and isonitrile groups of dialkylated tosylmethyl isonitrile. The key steps involved were dialkylation of TosMIC with 1-iodo 2-methyl alkanes, which were derived from Evan's alkylation of chiral auxiliary and subsequent reduction.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Apple Leafminer Pheromone; Chiral Auxiliary; Evans Alkylation; Tosmic Alkylation and Reduction |
| ID Code: | 63184 |
| Deposited On: | 28 Sep 2011 03:41 |
| Last Modified: | 28 Sep 2011 03:41 |
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