Mechanism of Mukaiyama-Michael reaction of ketene silyl acetal: Electron transfer or nucleophilic addition?

Journal of Organic Chemistry

Volumn 61, Issue 9, 1996, Pages 2951-2962

  Otera, Junzo ^a   Fujita, Yukihiro ^a   Sakuta, Nobuyuki ^a   Fujita, Morifumi ^b   Fukuzumi, Shunichi ^b  

^a OKAYAMA UNIVERSITY OF SCIENCE   (Japan)

^b OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000210530     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9512968     Document Type: Article

References (60)

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20. B, under the experimental conditions such that the concentrations of A and B are much greater than that of α-enone, the competition experiments were performed under the normal conditions for the synthetic purpose in order to avoid the use of extremely high concentrations of A and B (≫1 M).
21. The ratio of 100:0 includes the experimental error probably within ±2%. Thus, the ratio does not mean the infinite value. This means that the rate constant of 2 is at least two orders of magnitude greater than that of 4.
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35. 4 complex as the PM3 calculation (see Experimental Section).
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