A mild oxidation of 1,1-diorganometallics to ketones and aldehydes. A new stereoselective approach to aldol products part I
Publication type: Journal Article
Publication date: 1988-01-01
scimago Q3
wos Q3
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
The 1,1-diorganometallics of magnesium and zinc 1 are converted by the reaction with Me 3 SnCl to the 1,1-diorganometallics of tin and zinc 2 which are readily oxidized by dry air at −10° to 0°C to afford the corresponding aldehydes and ketones 3 in 57–91% yield. This mild oxidation reaction allows a new stereoselective approach to aldol products. An extension of the reaction to 1,1-diorganometallics of silicon and zinc is described.
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Citations from 2024:
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(2.22%)
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Knochel P. et al. A mild oxidation of 1,1-diorganometallics to ketones and aldehydes. A new stereoselective approach to aldol products part I // Tetrahedron Letters. 1988. Vol. 29. No. 51. pp. 6697-6700.
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Knochel P., Xiao C., Yeh M. C. A mild oxidation of 1,1-diorganometallics to ketones and aldehydes. A new stereoselective approach to aldol products part I // Tetrahedron Letters. 1988. Vol. 29. No. 51. pp. 6697-6700.
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RIS
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TY - JOUR
DO - 10.1016/S0040-4039(00)82431-4
UR - https://doi.org/10.1016/S0040-4039(00)82431-4
TI - A mild oxidation of 1,1-diorganometallics to ketones and aldehydes. A new stereoselective approach to aldol products part I
T2 - Tetrahedron Letters
AU - Knochel, Paul
AU - Xiao, Chaodong
AU - Yeh, Ming Chi
PY - 1988
DA - 1988/01/01
PB - Elsevier
SP - 6697-6700
IS - 51
VL - 29
SN - 0040-4039
SN - 1873-3581
ER -
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BibTex (up to 50 authors)
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@article{1988_Knochel,
author = {Paul Knochel and Chaodong Xiao and Ming Chi Yeh},
title = {A mild oxidation of 1,1-diorganometallics to ketones and aldehydes. A new stereoselective approach to aldol products part I},
journal = {Tetrahedron Letters},
year = {1988},
volume = {29},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016/S0040-4039(00)82431-4},
number = {51},
pages = {6697--6700},
doi = {10.1016/S0040-4039(00)82431-4}
}
Cite this
MLA
Copy
Knochel, Paul, et al. “A mild oxidation of 1,1-diorganometallics to ketones and aldehydes. A new stereoselective approach to aldol products part I.” Tetrahedron Letters, vol. 29, no. 51, Jan. 1988, pp. 6697-6700. https://doi.org/10.1016/S0040-4039(00)82431-4.