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Molecules 2005, 10(9), 1084-1100; doi:10.3390/10091084
Article

Studies Towards the Total Synthesis of Di- and Sesterterpenes with Dicyclopenta[a,d]cyclooctane Skeletons. Three-component Approach to the A/B Rings Building Block

,  and *
Institute of Organic Chemistry, Polish Academy of Sciences, Poland
* Author to whom correspondence should be addressed.
Received: 23 April 2005 / Accepted: 30 September 2005 / Published: 30 September 2005
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Abstract

Sesqui- and sesterterpenes of ophiobolin and fusicoccin families are important synthetic targets because of complexity of structure and potentially useful physiological activities, including anti-tumor activity. A synthesis of versatile building blocks for these terpenoids is described. Cyclopenta[8]annulene rings system with properly dislocated substituents was constructed using as key steps ring closing metathesis reaction and Wagner - Meerwein rearrangement. Ring closing metathesis reaction leading to cyclopenta[8]annulene was studied in detail.
Keywords: Terpenes; total synthesis; cyclooctane derivatives; ring closing metathesis; Warner-Meerwein rearrangement. Terpenes; total synthesis; cyclooctane derivatives; ring closing metathesis; Warner-Meerwein rearrangement.
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Michalak, K.; Michalak, M.; Wicha, J. Studies Towards the Total Synthesis of Di- and Sesterterpenes with Dicyclopenta[a,d]cyclooctane Skeletons. Three-component Approach to the A/B Rings Building Block. Molecules 2005, 10, 1084-1100.

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