The selectivities of typical transformations of the p-benzoquinone Diels-Alder adduct 2 and its dihydro derivative 3 are shown to be highly dependent on the mechanistic path followed. To avoid ambiguities and to make sure of clearly defined regioselectivity, the monoketal 13 was examined and Since D
ChemInform Abstract: Regioselective and Stereoselective Transformations of Enantiopure p-Benzoquinone Equivalents.
β Scribed by I. GERSTENBERGER; M. HANSEN; A. MAUVAIS; R. WARTCHOW; E. WINTERFELDT
- Book ID
- 101865955
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 41 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0931-7597
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β¦ Synopsis
Regioselective and Stereoselective Transformations of Enantiopure p-Benzoquinone Equivalents.
-Cycloaddition of chiral diene (I) and quinone monoketal (II) provides a single diastereomer (III) in quantitative yield, which undergoes highly selective chemical transformations. In the particular case of cyclopropanation, this monoketal adduct is superior to the corresponding quinone adduct. -(GERSTENBERGER, I.;
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