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Synfacts 2017; 13(11): 1153
DOI: 10.1055/s-0036-1591339
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Ruthenium-Catalyzed Cycloaddition of Benzocyclobutenones with Diols

Contributor(s):
Hisashi Yamamoto
,
Takahiro Sawano
Bender M. Turnbull BW. H. Ambler BR. Krische MJ. * The University of Texas at Austin, USA
Ruthenium-Catalyzed Insertion of Adjacent Diol Carbon Atoms into C–C Bonds: Entry to Type II Polyketides.

Science 2017;
357: 779-781
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Further Information

Publication History

Publication Date:
19 October 2017 (online)

 
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Key words

ruthenium catalysis - cycloaddition - benzocyclobutenones - diols

Significance

The authors have reported intermolecular cycloadditions through formal insertion of saturated C–H bonds into C–C σ-bonds. A ruthenium(0)/dppp complex catalyzed the diastereoselective coupling reactions of benzocyclobutenones to adjacent saturated carbon centers in diols.


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Comment

The cycloaddition via ruthenacycles from the benzocyclobutenones and dehydrogenation of the alcohols provides a convergent method for the construction of type II polyketide substructures.


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