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Synfacts 2011(8): 0864-0864  
DOI: 10.1055/s-0030-1260733
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Enantioselective Allylic Etherification

Contributor(s): Mark Lautens, Patrick T. Franke
M. Roggen, E. M. Carreira*
ETH Zürich, Switzerland
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Publication History

Publication Date:
20 July 2011 (online)

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Significance

The authors recently developed a stereospecific allylic amination of unactivated secondary allylic alcohols (J. Am. Chem. Soc. 2010, 132, 11917). In this paper, they report an easy and robust protocol for an enantioselective allylic etherification reaction of unactivated secondary allylic alcohols. An Ir(P-alkene) complex affords the products with high yields and good levels of enantioselectivity. The reactions were generally run on a 0.5 mmol scale.