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Synfacts 2009(1): 0036-0036
DOI: 10.1055/s-0028-1087269
DOI: 10.1055/s-0028-1087269
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag
Stuttgart ˙ New York
A Conformational Protecting Group
D. A. Guthrie, J. D. Tovar*
Johns Hopkins University, Baltimore, USA
Further Information
Publication History
Publication Date:
18 December 2008 (online)
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.