Organometallic Chemistry Can Simplify the Synthesis of Important Biologically Active Natural Products
Document Type
Article
Publication Date
11-3-1988
Publication Title
Philosophical Transactions A
Volume
326
Issue
1592
Pages
641 - 651
Publisher Name
The Royal Society
Abstract
The stereoselectivity of the Pauson--Khand reaction used for the construction of a 6a-carboprostaglandin is described, and a mechanistic hypothesis is proposed to explain the experimentally observed results. A further illustration of the stereoselectivity of the dicobaltoctacarbonyl-mediated cyclization of 1,6-enynes to bicyclo[3.3.0]-octenones is provided by a sequence of transformations that depicts the route to the precursors of pentalenolactone G. Further examples of the synthetic potential of the acetylene-Co$_{2}$(CO)$_{6}$ bimetalloclusters are shown by the synthesis of a vincristine model compound, and a sequence of transformations that provide strong evidence of the intermediacy of a 1,4-diyl (p-benzyne) in the collapse of a Z-diynene to an aromatic product.
Recommended Citation
Becker, Daniel; Carter, P; Elliott, J.; and Lewis, R.. Organometallic Chemistry Can Simplify the Synthesis of Important Biologically Active Natural Products. Philosophical Transactions A, 326, 1592: 641 - 651, 1988. Retrieved from Loyola eCommons, Chemistry: Faculty Publications and Other Works, http://dx.doi.org/10.1098/rsta.1988.0115
Creative Commons License
This work is licensed under a Creative Commons Attribution-Noncommercial-No Derivative Works 3.0 License.
Copyright Statement
© 1988 The Royal Society
Comments
Author Posting © The Royal Society, 1988. The definitive version was published in Philosophical Transactions A , Volume 326, Number 1592, November 3, 1988. http://dx.doi.org/10.1098/rsta.1988.0115