Synfacts 2011(5): 0501-0501  
DOI: 10.1055/s-0030-1259799
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

Everything is Falling into Place!

Contributor(s): Timothy M. Swager, Jason R. Cox
K. Motokuni, T. Okada, D. Takeuchi, K. Osakada*
Tokyo Institute of Technology, Yokohama, Japan
Further Information

Publication History

Publication Date:
15 April 2011 (online)

Significance

The Brookhart catalyst system is shown to efficiently catalyze the cyclopolymerization of functionalized trienes. The resulting polymers exclusively exhibit racemo (rather than meso) stereochemistry and display modest tacticity. The authors propose that the high stereoselectivity is a result of the rapid rate of migratory insertion versus the rate of β-hydride elimination during the cyclization process. The post-polymerization hydrolysis of a cyclic acetal functional group is also described, thus permitting access to additional modifications.