Stereocontrolled Synthesis of Paraconates from β‐Lactones; Stereochemistry of Electrophilic Additions to Endocyclic Paraconate‐Enolates | Zendy

Mulzer Johann | Zendy; Chucholowski Alexander | Zendy

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Stereocontrolled Synthesis of Paraconates from β‐Lactones; Stereochemistry of Electrophilic Additions to Endocyclic Paraconate‐Enolates

Author(s) -

Mulzer Johann,

Chucholowski Alexander

Publication year - 1986

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.198606551

Subject(s) - electrophile , steric effects , alkyl , chemistry , halide , adduct , aryl , stereoselectivity , addition reaction , medicinal chemistry , stereochemistry , organic chemistry , catalysis

The addition of electrophiles to paraconate‐enolates is controlled purely sterically and not stereoelectronically . This surprising result was found upon reaction of the enolates 1 with alkyl halides and aldehydes, whereby the adducts 2 and 3 are formed stereoselectively in good yields. R 1 , R 2 , R 3 alkyl, aryl.

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