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ChemInform Abstract: Lewis Acid Directed Reactions of Quinones with Styrenyl Systems: The Case of 2-Methoxy-3-methyl-1,4-benzoquinone.

โœ Scribed by T. A. ENGLER; R. IYENGAR

Publisher
John Wiley and Sons
Year
2010
Weight
35 KB
Volume
29
Category
Article
ISSN
0931-7597

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ChemInform Abstract: Asymmetric Reaction
ChemInform Abstract: Asymmetric Reactions of 2-Methoxy-1,4-benzoquinones with Styrenyl Systems: Enantioselective Syntheses of 8-Aryl-3-methoxybicyclo[4.2.0]oct-3-en-2,5-diones, 7-Aryl-3-hydroxybicyclo[3.2.1]oct-3-en-2,8-diones, 2-Aryl-6-methoxy-2,3-dihydrobenzofuran-5-ols, and Pterocarpans.
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The chiral titanium complex, derived from TiCl 4 , Ti(O-iPr) 4 , and dioxole (+)-PPD, effectively promotes the enantioselective formation of compounds (III)/(VII) and (V)/(IX) in good yields and high e.e. from (E)-alkene (II) and benzoquinones (I) or (VI). Compounds (IV)/(VIII), which are also forme