Highly regioselective addition of an ester enolate equivalent to α,β-unsaturated ketones: selective formation of both isomers derived from 1,2- and 1,4-additions using α-stannyl ester with additives

2000 ◽  
pp. 2149-2150 ◽  
Author(s):  
Makoto Yasuda ◽  
Yozo Matsukawa ◽  
Keishi Okamoto ◽  
Toshifumi Sako ◽  
Noriko Kitahara ◽  
...  
Keyword(s):  
Unsaturated Ketones ◽  
Regioselective Addition ◽  
Ester Enolate ◽  
Selective Formation

ChemInform Abstract: Highly Regioselective Addition of an Ester Enolate Equivalent to α,β-Unsaturated Ketones: Selective Formation of Both Isomers Derived from 1,2- and 1,4-Additions Using α-Stannyl Ester with Additives.

ChemInform ◽  
2001 ◽  
Vol 32 (6) ◽  
pp. no-no
Author(s):  
Makoto Yasuda ◽  
Yozo Matsukawa ◽  
Keishi Okamoto ◽  
Toshifumi Sako ◽  
Noriko Kitahara ◽  
...  
Keyword(s):  
Unsaturated Ketones ◽  
Regioselective Addition ◽  
Ester Enolate ◽  
Selective Formation

Regioselective Addition Reactions of the Organoindium Reagents onto ?,?-Unsaturated Ketones.

ChemInform ◽  
2005 ◽  
Vol 36 (14) ◽  
Author(s):  
Phil Ho Lee ◽  
et al. et al.
Keyword(s):  
Addition Reactions ◽  
Unsaturated Ketones ◽  
Regioselective Addition

Efficient addition of cerium(III) enolate of ethyl acetate to ketones: application to the synthesis of β-ethoxycarbonylmethyl α, β-unsaturated ketones

1991 ◽  
Vol 69 (12) ◽  
pp. 2008-2013 ◽  
Author(s):  
Hsing-Jang Liu ◽  
Bing-Yan Zhu
Keyword(s):  
Ethyl Acetate ◽  
Key Words ◽  
Unsaturated Ketones ◽  
Efficient Route ◽  
Ester Enolate

The cerium(III) enolate derived from ethyl acetate was shown to undergo facile addition with ketones. With conjugated enones, 1,2-addition products were formed exclusively. Oxidative 1,3-oxygen transportation of these products provides an efficient route to synthetically useful β-ethoxycarbonylmethyl α,β-unsaturated ketones. Key words: cerium(III) ester enolate, addition, ketones.

Ruthenium hydride-catalyzed regioselective addition of benzaldehyde to dienes leading to β,γ-unsaturated ketones: a DFT study

2012 ◽  
Vol 18 (12) ◽  
pp. 4955-4963 ◽  
Author(s):  
Qingxi Meng ◽  
Fen Wang ◽  
Ming Li
Keyword(s):  
Dft Study ◽  
Ruthenium Hydride ◽  
Unsaturated Ketones ◽  
Regioselective Addition

1,4-Reductions of α,β-Unsaturated Ketones and Aldehydes via in situ Generated Hydridocuprates

Synlett ◽  
1989 ◽  
Vol 1989 (01) ◽  
pp. 64-66 ◽  
Author(s):  
Bruce H. Lipshutz ◽  
Christopher S. Ung ◽  
Saumitra Sengupta
Keyword(s):  
Unsaturated Ketones

Metal-Metal Cooperative Bond Activation by Heterobimetallic Alkyl, Aryl, and Acetylide PtII/CuI Complexes

2020 ◽  
Author(s):  
Shubham Deolka ◽  
Orestes Rivada Wheelaghan ◽  
Sandra Aristizábal ◽  
Robert Fayzullin ◽  
Shrinwantu Pal ◽  
...  
Keyword(s):  
Alkyl Group ◽  
Bond Activation ◽  
Bond Cleavage ◽  
Terminal Alkyne ◽  
Alkyl Aryl ◽  
Metal Metal ◽  
The Stability ◽  
Selective Formation ◽  
Organoplatinum Compounds

We report selective formation of heterobimetallic PtII/CuI complexes that demonstrate how facile bond activation processes can be achieved by altering reactivity of common organoplatinum compounds through their interaction with another metal center. The interaction of the Cu center with Pt center and with a Pt-bound alkyl group increases the stability of PtMe2 towards undesired rollover cyclometalation. The presence of the CuI center also enables facile transmetalation from electron-deficient tetraarylborate [B(ArF)4]- anion and mild C-H bond cleavage of a terminal alkyne, which was not observed in the absence of an electrophilic Cu center. The DFT study indicates that the role of Cu center acts as a binding site for alkyne substrate, while activating its terminal C-H bond.

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