A Palladium-Catalyzed Carbo-oxygenation: The Bielschowskysin Case | Zendy

Martin Himmelbauer | Zendy; JeanBaptiste Farcet | Zendy; Julien Gagnepain | Zendy; Johann Mulzer | Zendy

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A Palladium-Catalyzed Carbo-oxygenation: The Bielschowskysin Case

Author(s) -

Martin Himmelbauer,

JeanBaptiste Farcet,

Julien Gagnepain,

Johann Mulzer

Publication year - 2013

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/ol401285d

Subject(s) - chemistry , cyclobutane , palladium , catalysis , oxygenation , heck reaction , double bond , combinatorial chemistry , core (optical fiber) , stereochemistry , organic chemistry , ring (chemistry) , ecology , biology , materials science , composite material

An asymmetric synthesis of an advanced tetracyclic intermediate toward the synthesis of bielschowskysin (1) is described. A biomimetic [2 + 2]-photocyclization was used to establish the cyclobutane core of bielschowskysin. Macrocyclization under Heck conditions led to an unprecedented carbo-oxygenation of a 1,1-disubstituted double bond.

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