Transition metal catalyzed oxidations, 3. Reaction of 4‐hydroxy[2.2]paracyclophane with the mimoun molybdenum oxodiperoxo complex [Mo(O 2 ) 2 O]· Py · HMPT | Zendy

Krohn Karsten | Zendy; Rieger Hagen | Zendy; Hopf Henning | Zendy; Barrett David | Zendy

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Transition metal catalyzed oxidations, 3. Reaction of 4‐hydroxy[2.2]paracyclophane with the mimoun molybdenum oxodiperoxo complex [Mo(O 2 ) 2 O]· Py · HMPT

Author(s) -

Krohn Karsten,

Rieger Hagen,

Hopf Henning,

Barrett David

Publication year - 1990

Publication title -

chemische berichte

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 0009-2940

DOI - 10.1002/cber.19901230824

Subject(s) - chemistry , heptane , catalysis , norbornane , molybdenum , yield (engineering) , maleic anhydride , transition metal , medicinal chemistry , organic chemistry , stereochemistry , materials science , copolymer , metallurgy , polymer

A four‐step preparation of dimethyl 7‐oxobicyclo[2.2.1]‐heptane‐exo‐2, exo‐3‐dicarboxylate ( 4 ) in satisfactory yield from the readily available 6,6‐dimethylfulvene and maleic anhydride is described. Compound 4 represents a well‐functionalized intermediate for the synthesis of norbornane derivatives which is used for an improved synthesis of the tricyclic diester 7 , precursor of the cage compound 8 . An alternative approach to diester 7 from dimethyl 7‐isopropylidenebicyclo[2.2.1]heptane‐exo‐2, exo‐3‐dicarboxylate ( 2 ) is also discussed.

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