Functionalization of substituted 2‐(1 H )pyridones. I. A novel synthesis of a‐arylgyloxylates and related systems | Zendy

Showalter H. D. Hollis | Zendy; Haskell Theodore H. | Zendy

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Functionalization of substituted 2‐(1 H )pyridones. I. A novel synthesis of a‐arylgyloxylates and related systems

Author(s) -

Showalter H. D. Hollis,

Haskell Theodore H.

Publication year - 1981

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570180228

Subject(s) - synthon , chemistry , surface modification , acetonitrile , trimethylsilyl , combinatorial chemistry , polarity (international relations) , organic chemistry , biochemistry , cell

A novel synthetic strategy is presented in which the heteroaryl[(trimethylsilyl)oxy]acetonitrile intermediate 3 is utilized either as a homologation or reverse‐polarity synthon for convenient entry into its corresponding α‐hydroxy‐ and α‐ketoarylalkanoate 4 and 6 , respectively. Further functionalization, including a stereo‐selective oximation procedure, is described.

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