136086-91-4Relevant academic research and scientific papers
Diastereoselective aldol reaction of α-bromo ketones with aliphatic aldehydes by using titanium(II) chloride and copper
Mukaiyama, Teruaki,Kagayama, Akifumi,Igarashi, Koji,Shiina, Isamu
, p. 1157 - 1158 (1999)
Highly diastereoselective aldol reaction of α-bromo ketones with aliphatic aldehydes was successfully carried out by using titanium(II) chloride and copper in dichloromethane at low temperature. Similarly, Reformatsky-type reaction of α-bromo thioester with aliphatic aldehydes was promoted under mild conditions to afford β-hydroxy thioesters in good to moderate yields.
Ammonium phenoxides-catalyzed syn-selective aldol reaction between an aldehyde and an trimethylsilyl enolate
Fujisawa, Hidehiko,Nagata, Yuzo,Sato, Yoshinori,Mukaiyama, Teruaki
, p. 842 - 843 (2007/10/03)
Aldol reactions between aldehydes and trimethylsilyl enolates generated from ketones or thioesters proceeded smoothly in the presence of a Lewis base catalyst such as tetrabutylammonium phenoxide or p-methoxyphenoxide in THF to afford the corresponding al
Lewis acid catalysis in a supercritical carbon dioxide (scCO2)-poly(ethylene glycol) derivatives (PEGs) system: Remarkable effect of PEGS as additives on reactivity of Ln(OTf)3-catalyzed Mannich and aldol reactions in scCO2
Komoto,Kobayashi
, p. 1842 - 1843 (2007/10/03)
Use of poly(ethylene glycol) derivatives (PEGs) as additives in supercritical carbon dioxide (scCO2) was found to be effective for Mannich and aldol reactions of silyl enolates with aldehydes and imines, and formation of emulsions was observed in these systems.
Preparation of both enantiomers of 2-methyl-3-hydroxythioesters based on chiral Lewis acid-controlled synthesis
Kobayashi, Shu,Horibe, Mineko
, p. 7277 - 7286 (2007/10/03)
Both enantiomers of 2-methyl-3-hydroxythioesters have been synthesized by using chiral tin(II) Lewis acid-mediated aldol reactions of (Z)-1-ethylthio-1-trimethylsiloxypropene (4) with aldehydes, based on chiral Lewis acid-controlled synthesis. The key to
Molecular recognition by artificial chiral catalysts utilizing a metal chelate. A remarkable difference in reactivity between geometrical isomers of silyl enolates in asymmetric aldol reactions using chiral Tin(II) catalysts
Kobayashi,Horibe,Hachiya
, p. 3173 - 3176 (2007/10/02)
A remarkable difference in reactivity between (E)- and (Z)-enolates in the asymmetric aldol reactions of silyl enolates with adehydes using chiral tin(II) Lewis acids was found. This difference can be interpreted to mean that the chiral catalyst coordinat
Highly Stereoselective Synthesis of Both Enantiomers of 2-Methyl-3-Hydroxythioesters by Asymmetric Aldol Reactions Using Similar Types of Chiral Sources Derived from L-Proline
Kobayashi, Shu,Horibe, Mineko
, p. 1029 - 1030 (2007/10/03)
Both enantiomers of 2-methyl-3-hydroxythioesters have been synthesized in chiral tin(II) Lewis acid-mediated aldol reactions of silyl enolate 3 with aldehydes, by simply choosing similar types of chiral sources, 4 and 5, derived from L-proline.
Catalytic asymmetric aldol-type reaction using a chiral tin(II) Lewis acid
Kobayashi,Uchiro,Shiina,Mukaiyama
, p. 1761 - 1772 (2007/10/02)
Highly diastereo- and enantioselective aldol-type reactions of a silyl enol ether with aldehydes including aromatic, aliphatic, and α,β-unsaturated ones are performed in propionitrile (solvent) by the use of a catalytic amount of chiral tin(II) Lewis acid
The catalytic asymmetric aldol reaction of aldehydes with unsubstituted and monosubstituted silyl ketene acetals: Formation of anti-β-hydroxy-α-methyl esters
Parmee,Hong,Tempkin,Masamune
, p. 1729 - 1732 (2007/10/02)
The title rection with unsubstituted and monosubstituted silyl ketene acetals proceeds with high enantioselectivity, and in the latter case good diastereoselectivity favoring the anti-β-hydroxy-α-methyl esters in all reported cases.
An Efficient Asymmetric Aldol Reaction Promoted by a Chiral Tin(II) Lewis Acid Consisting of Tin(II) Triflate, (R)-2-tetrahydrothiophene and Tin(IV) Compuond
Mukaiyama, Teruaki,Asanuma, Hajime,Hachiya, Iwao,Harada, Tsunehiro,Kobayashi, Shu
, p. 1209 - 1212 (2007/10/02)
The title chiral Lewis acid is succesfully employed in the enantioselective aldol reactions of silyl enol ether of S-ethyl propanethioate with achiral aldehydes to afford the corresponding aldol-type adducts in a highly stereoselective manner.
An Efficient Chiral Promoter in the Aldol-type Reaction. Chiral Diamine Coordinated Tin(II) Triflate-Dibutyltindiacetate Complex
Mukaiyama, Teruaki,Uchiro, Hiromi,Kobayashi, Shu
, p. 1757 - 1760 (2007/10/02)
An efficient chiral promoter, chiral diamine coordinated tin(II) triflate-dibutyltindiacetate complex, promotes the asymmetric aldol type reaction between both achiral silyl enol ethers derived from thioesters and a wide variety of aldehydes in high yield
