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Cyclopropan‐Derivate, 2. Selbst‐Acylierung der α‐Alkyl‐γ‐lactone zu Herstellung von Bis(1‐alkylcyclopropyl)ketonen über Spiro[4.4]acetale
Author(s) -
Böhrer Gerald,
Knorr Rudolf,
Böhrer Petra
Publication year - 1990
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19901231112
Subject(s) - chemistry , cyclopropane , substituent , alkyl , acylation , intramolecular force , medicinal chemistry , stereochemistry , lactone , bicyclic molecule , ring (chemistry) , organic chemistry , catalysis
Cyclopropane Derivatives, 2. — Self‐Acylation of α‐Alkyl‐γ‐lactones To Give Bis(1‐alkylcyclopropyl)ketones via Spiro[4.4]acetals High‐yield synthetic ways are recommended for the title lactones 1 .The coupling of two 2‐alkyl‐4‐butanolides is possible in an inter‐( 1b, c ) or intramolecular fashion ( 4c ) to give spiro[4.4] acetals 8 or 9 respectively, in the absence of hindering substituents. Symmetrically substituted bis(1‐alkylcyclopropyl)ketones 12 and 13 may be prepared by acidic cleavage of those spiro[4.4] acetals lacking 2,7‐substituent.