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Self-Assembly of Disorazole?C1 through a One-Pot Alkyne Metathesis Homodimerization Strategy.

ABSTRACT: Alkyne metathesis is increasingly explored as a reliable method to close macrocyclic rings, but there are no prior examples of an alkyne-metathesis-based homodimerization approach to natural products. In this approach to the cytotoxic C2 -symmetric marine-derived bis(lactone) disorazole?C1, a highly convergent, modular strategy is employed featuring cyclization through an ambitious one-pot alkyne cross-metathesis/ring-closing metathesis self-assembly process.

SUBMITTER: Ralston KJ 

PROVIDER: S-EPMC4902119 | biostudies-literature | 2015 Jun

REPOSITORIES: biostudies-literature

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Self-Assembly of Disorazole C<sub>1</sub> through a One-Pot Alkyne Metathesis Homodimerization Strategy.

Ralston Kevin J KJ   Ramstadius H Clinton HC   Brewster Richard C RC   Niblock Helen S HS   Hulme Alison N AN  

Angewandte Chemie (Weinheim an der Bergstrasse, Germany) 20150429 24

Alkyne metathesis is increasingly explored as a reliable method to close macrocyclic rings, but there are no prior examples of an alkyne-metathesis-based homodimerization approach to natural products. In this approach to the cytotoxic <i>C<sub>2</sub></i> -symmetric marine-derived bis(lactone) disorazole C<sub>1</sub>, a highly convergent, modular strategy is employed featuring cyclization through an ambitious one-pot alkyne cross-metathesis/ring-closing metathesis self-assembly process. ...[more]

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