ISSN:
0947-3440
Keywords:
o-Benzoquinone
;
High-pressure chemistry
;
Cycloadditions
;
Chemoselectivity
;
Diastereoselectivity
;
X-ray structure determination
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Whereas m-methoxy-o-benzoquinone 6, like other unsaturated ketones, operates as a dienophile in Diels-Alder cycloadditions, the corresponding methyl derivative 7a behaves as an electron-poor 4π-system under exactly the same conditions. With the nonsymmetric cyclopentadiene 2 (X = MeO), adduct 9a is formed with excellent chemoselectivity, face-selectivity, and regioselectivity.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199719970517
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