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Synfacts 2010(3): 0317-0317
DOI: 10.1055/s-0029-1219326
DOI: 10.1055/s-0029-1219326
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Stereoselective Restructuring of 3-Arylcyclobutanols into 1-Indanols
M. Shigeno, T. Yamamoto, M. Murakami*
Kyoto University, Japan
Further Information
Publication History
Publication Date:
18 February 2010 (online)
Significance
In this paper the authors describe a highly enantio- and diastereoselective protocol for restructuring of 3-arylcyclobutanols into 1-indanols. Reactions were carried out with high yields (79-98%) as well as with high diastereoselectivities (dr = 85:15 to 93:7) and excellent enantioselectivities (97-99% ee). This method is particularly noteworthy, since the obtained products contain two chiral quaternary centers.