- Zinc-mediated chain extension reaction of 1,3-diketones to 1,4-diketones and diastereoselective synthesis of trans-1,2-disubstituted cyclopropanols
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A variety of 1,3-diketones can be efficiently converted into the corresponding 1,4-diketones and trans-1,2-disubstituted cyclopropanols by using organozinc species in one-pot reactions. It was found that 2.3 equiv of CF 3CO2ZnCH2I was effective to give the corresponding chain-extended products in 44-85% yields, while a mixture of organozinc species formed from 4.0 equiv of Et2Zn, 2.0 equiv of CF3CO2H, and 4.0 equiv of CH2I2 resulted in the formation of trans-1,2-disubstituted cyclopropanols with quite good yields and diastereoselectivity.
- Xue, Song,Li, Le-Zhen,Liu, Yong-Kang,Guo, Qing-Xiang
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p. 215 - 218
(2007/10/03)
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- Addition of Aldehydes to Activated Double Bonds, XXV. Syntheses and Reactions of Branched Tricarbonyl Compounds
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Thiazolium salt-catalyzed addition of aldehydes to arylidene- and alkylidene-β-dicarbonyl compounds as well as to 3-acylacrylic esters leads to branched tricarbonyl compounds (1 - 26), which are useful reagents for the synthesis of heterocyclic compounds.
- Stetter, Hermann,Jonas, Friedrich
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p. 564 - 580
(2007/10/02)
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