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Synlett 2001; 2001(4): 0521-0522
DOI: 10.1055/s-2001-12331
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Regiochemical Control by Remote Substituents. A Direct Synthesis of Tetrangulol

George A. Kraus* , Ning Zhang, Alex Melekhov, Jan H. Jensen
  • *Department of Chemistry, Iowa State University; Ames, IA 50011; Fax 515-294-0105; E-mail: gakraus@iastate.edu
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Publication Date:
31 December 2001 (online)

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Diels-Alder reactions of quinones 4 and 10 exhibit remarkable regioselectivity. This selectivity plus a novel phosphazine-mediated cyclization has led to a six-step synthesis of tretrangulol.

Diels-Alder reaction - regioselective cycloaddition - phosphazine - quinone