Journal
TETRAHEDRON
Volume 66, Issue 31, Pages 5873-5883Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2010.05.041
Keywords
Dearomatization; Cyclohexadienone; Hypervalent iodine; Lactone; Vinylogous ester
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Funding
- National Institutes of Health [R01-GM064831-09]
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The oxidative dearomatization of resorcinol derivatives, which are outfitted with a lactic acid derived chiral tether, and mitigated by hypervalent iodine derivatives of PhIO, affords stable chiral cyclohexadienones as useful building blocks for the construction of many highly functionalized chiral six and seven-membered ring systems. Herein, we report a multitude of remarkable and unexpected diastereoselective transformations stemming from these cyclohexadienone adducts. Published by Elsevier Ltd.
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