Construction of spirocarbocycles via gold-catalyzed intramolecular dearomatization of naphthols
نویسندگان
چکیده
منابع مشابه
Pd(0)-catalyzed chemoselective construction of spirocarbocycles via an alkyne insertion/β-naphthol dearomatization cascade.
A microwave-assisted Pd(0)-catalyzed alkyne migratory insertion/β-naphthol dearomatization cascade process has been accomplished to access a variety of spirocyclic compounds bearing all-carbon quaternary stereogenic centers in high yields with excellent chemoselectivities.
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An organocatalytic asymmetric chlorinative dearomatization of naphthols was realized for the first time, providing chiral naphthalenones with a Cl-containing all-substituted stereocenter in excellent yields and enantioselectivity (up to 97% yield and 96% ee). The reaction features mild reaction conditions, good tolerance of diverse functional groups and simple reaction operation.
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During the last decade, gold-catalyzed reactions have become a tour de force in organic synthesis. Recently, the gold-, Brønsted acid- or Lewis acid-catalyzed oxygen transfer from carbonyl to carbon-carbon triple bond, the so-called alkyne-carbonyl metathesis, has attracted much attention because this atom economical transformation generates α,β-unsaturated carbonyl derivatives which are of gre...
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Substituted pyrroles were prepared by a gold(I)-catalyzed acetylenic Schmidt reaction of homopropargyl azides. The reaction allows for regiospecific substitution at each position of the pyrrole ring under mild conditions. A mechanism in which azides serve as nucleophiles toward gold(I)-activated alkynes with subsequent gold(I)-aided expulsion of dinitrogen is proposed.
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ژورنال
عنوان ژورنال: Chemical Science
سال: 2016
ISSN: 2041-6520,2041-6539
DOI: 10.1039/c5sc04130a