Samajdar, Susanta ; Patra, Debasis ; Ghosh, Subrata (1998) Stereocontrolled approach to highly substituted cyclopentanones. Application in a formal synthesis of Δ9(12)-capnellene Tetrahedron, 54 (9). pp. 1789-1800. ISSN 0040-4020
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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...
Related URL: http://dx.doi.org/10.1016/S0040-4020(97)10387-8
Abstract
A direct stereocontrolled route for the construction of highly substituted cyclopentanones 10a-d has been developed starting from acyclic ketones 5a,b. The key step involves copper(I)-catalysed stereoselective photocycloaddition of the dienes 6a-d followed by stereospecific rearrangement of the cyclobutane derivatives 7a,b, 8 and 9. Employing this methodology a formal synthesis of the sesquiterpene Δ9(12)-capnellene 2 has been achieved.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| ID Code: | 12239 |
| Deposited On: | 10 Nov 2010 04:56 |
| Last Modified: | 14 Feb 2011 04:27 |
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