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A Novel Route to 2‐Ethoxybutadienes; Diels‐Alder Reaction of 1,2‐λ 5 ‐Oxaphosphorines
Author(s) -
Bestmann HansJürgen,
Roth Kurt
Publication year - 1981
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.198105751
Subject(s) - synthon , chemistry , enol , alkyl , aryl , halide , organic chemistry , diels–alder reaction , primary (astronomy) , carboxylic acid , medicinal chemistry , catalysis , physics , astronomy
2‐Ethoxybutadienes—enol ethers of α,β‐unsaturated carbonyl compounds universally applicable as synthons can be prepared from primary alkyl halides, carboxylic acid derivatives and aldehydes as alkyl‐ and aryl‐substituted derivatives (1) as well as acyl derivatives (2) . Intermediary acylphosphoranes cyclize in part to 1,2‐λ 5 ‐oxaphosphorines, which function as dienes in Diels‐Alder reactions.

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