Allene Claisen Rearrangement with 1,4‐Chirality Transfer | Zendy

Hoppe Dieter | Zendy; Gonschorrek Charlotte | Zendy; Egert Ernst | Zendy; Schmidt Dieter | Zendy

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Allene Claisen Rearrangement with 1,4‐Chirality Transfer

Author(s) -

Hoppe Dieter,

Gonschorrek Charlotte,

Egert Ernst,

Schmidt Dieter

Publication year - 1985

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.198507001

Subject(s) - allene , ketene , chirality (physics) , claisen rearrangement , chemistry , adduct , acetal , cope rearrangement , carroll rearrangement , stereochemistry , medicinal chemistry , organic chemistry , catalysis , physics , particle physics , chiral symmetry breaking , nambu–jona lasinio model , quark

A simple route to the highly substituted enantiomerically pure 1,3‐alkadienes 3 is provided by the rearrangement of the adduct prepared from the allene 1 (CbC(O)NiPr 2 , R′ =; (C 6 H 5 CH 2 )) and the ketene N,O‐acetal 2 (RCH 3 ). The transition state for the rearrangement could be determined from knowledge of the absolute configurations of the educt 1 and the product 3.

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