CYCLOPROPANE DERIVATIVES .2. SELF-ACYLATION OF ALPHA-ALKYL-GAMMA-LACTONES TO GIVE BIS(1-ALKYLCYCLOPROPYL)KETONES VIA SPIRO[4.4]ACETALS

被引:6
作者
BOHRER, G [1 ]
KNORR, R [1 ]
BOHRER, P [1 ]
机构
[1] UNIV MUNICH,INST ORGAN CHEM,KARLSTR 23,W-8000 MUNICH 2,GERMANY
关键词
Acetals; Butanolides; Cyclopropyl compounds; Ketones; Spiro compounds; γ‐Lactones;
D O I
10.1002/cber.19901231112
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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. Copyright © 1990 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim
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页码:2161 / 2166
页数:6
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