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Synfacts 2009(1): 0036-0036  
DOI: 10.1055/s-0028-1087269
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

A Conformational Protecting Group

Contributor(s): Timothy M. Swager, Jan M. Schnorr
D. A. Guthrie, J. D. Tovar*
Johns Hopkins University, Baltimore, USA
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Publication History

Publication Date:
18 December 2008 (online)

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Significance

The authors demonstrated how the conformation can be used as a protecting group. Bromination of 1 with NBS occurs quantitatively at the more planarizable p-di-2-thienylbenzene ­subunit (DTB-α, see 4) despite of the electron­donating methyl group at the other subunit.