Title

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

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.

Comments

Author Posting © The Royal Society, 1988. This is the author's version of the work. It is posted here by permission of The Royal Society for personal use, not for redistribution. 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

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