Lanthanide Triflates as Water-Tolerant Lewis Acids. Activation of Commercial Formaldehyde Solution and Use in the Aldol Reaction of Silyl Enol Ethers with Aldehydes in Aqueous Media

Shu Kobayashi; Iwao Hachiya

doi:10.1021/jo00092a017

Lanthanide Triflates as Water-Tolerant Lewis Acids. Activation of Commercial Formaldehyde Solution and Use in the Aldol Reaction of Silyl Enol Ethers with Aldehydes in Aqueous Media

The Journal of Organic Chemistry ◽

10.1021/jo00092a017 ◽

1994 ◽

Vol 59 (13) ◽

pp. 3590-3596 ◽

Cited By ~ 280

Author(s):

Shu Kobayashi ◽

Iwao Hachiya

Keyword(s):

Lewis Acids ◽

Aldol Reaction ◽

Aqueous Media ◽

Formaldehyde Solution ◽

Enol Ethers ◽

Silyl Enol Ethers

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ChemInform Abstract: Lanthanoid Triflates as Water-Tolerant Lewis Acids. Activation of Commercial Formaldehyde Solution and Use in the Aldol Reaction of Silyl Enol Ethers with Aldehydes in Aqueous Media.

ChemInform ◽

10.1002/chin.199451092 ◽

2010 ◽

Vol 25 (51) ◽

pp. no-no

Author(s):

S. KOBAYASHI ◽

I. HACHIYA

Keyword(s):

Lewis Acids ◽

Aldol Reaction ◽

Aqueous Media ◽

Formaldehyde Solution ◽

Enol Ethers ◽

Silyl Enol Ethers

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Lanthanide Trifluoromethanesulfonates as Stable Lewis Acids in Aqueous Media. Yb(OTf)3Catalyzed Hydroxymethylation Reaction of Silyl Enol Ethers with Commercial Formaldehyde Solution

Chemistry Letters ◽

10.1246/cl.1991.2187 ◽

1991 ◽

Vol 20 (12) ◽

pp. 2187-2190 ◽

Cited By ~ 137

Author(s):

Shu Kobayashi

Keyword(s):

Lewis Acids ◽

Aqueous Media ◽

Formaldehyde Solution ◽

Enol Ethers ◽

Silyl Enol Ethers

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The Aldol Reaction of Silyl Enol Ethers with Aldehydes in Aqueous Media

Tetrahedron Letters ◽

10.1016/s0040-4039(00)91691-5 ◽

1992 ◽

Vol 33 (12) ◽

pp. 1625-1628 ◽

Cited By ~ 107

Author(s):

Shū Kobayashi ◽

Iwao Hachiya

Keyword(s):

Aldol Reaction ◽

Aqueous Media ◽

Enol Ethers ◽

Silyl Enol Ethers

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ChemInform Abstract: Comparison of the Asymmetric Environments Created by the Chiral Tin(II) Lewis Acids in the Enantioselective Aldol Reaction of Silyl Enol Ethers with Aldehydes.

ChemInform ◽

10.1002/chin.199147111 ◽

2010 ◽

Vol 22 (47) ◽

pp. no-no

Author(s):

S. KOBAYASHI ◽

T. HARADA ◽

J. S. HAN

Keyword(s):

Lewis Acids ◽

Aldol Reaction ◽

Enol Ethers ◽

Silyl Enol Ethers

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ChemInform Abstract: The Aldol Reaction of Silyl Enol Ethers with Aldehydes in Aqueous Media.

ChemInform ◽

10.1002/chin.199240154 ◽

2010 ◽

Vol 23 (40) ◽

pp. no-no

Author(s):

S. KOBAYASHI ◽

I. HACHIYA

Keyword(s):

Aldol Reaction ◽

Aqueous Media ◽

Enol Ethers ◽

Silyl Enol Ethers

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ChemInform Abstract: Enantioselective and Diastereoselective Catalysis of the Mukaiyama Aldol Reaction: Ene Mechanism in Titanium-Catalyzed Aldol Reactions of Silyl Enol Ethers.

ChemInform ◽

10.1002/chin.199349056 ◽

2010 ◽

Vol 24 (49) ◽

pp. no-no

Author(s):

K. MIKAMI ◽

S. MATSUKAWA

Keyword(s):

Aldol Reaction ◽

Aldol Reactions ◽

Enol Ethers ◽

Silyl Enol Ethers ◽

Mukaiyama Aldol Reaction ◽

Mukaiyama Aldol

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ChemInform Abstract: Trityl Salt-Catalyzed Aldol Reaction Between α,β-Acetylenic Ketones and Silyl Enol Ethers.

ChemInform ◽

10.1002/chin.198920227 ◽

1989 ◽

Vol 20 (20) ◽

Author(s):

S. KOBAYASHI ◽

S. MATSUI ◽

T. MUKAIYAMA

Keyword(s):

Aldol Reaction ◽

Enol Ethers ◽

Silyl Enol Ethers

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ChemInform Abstract: N-Triflylthiophosphoramide Catalyzed Enantioselective Mukaiyama Aldol Reaction of Aldehydes with Silyl Enol Ethers of Ketones.

ChemInform ◽

10.1002/chin.201043064 ◽

2010 ◽

Vol 41 (43) ◽

pp. no-no

Author(s):

Cheol Hong Cheon ◽

Hisashi Yamamoto

Keyword(s):

Aldol Reaction ◽

Enol Ethers ◽

Silyl Enol Ethers ◽

Mukaiyama Aldol Reaction ◽

Mukaiyama Aldol

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ChemInform Abstract: Catalytic Asymmetric Aldol Reaction of Silyl Enol Ethers with Aldehydes by the Use of Chiral Diamine-Coordinated Tin(II) Triflate.

ChemInform ◽

10.1002/chin.199037101 ◽

1990 ◽

Vol 21 (37) ◽

Author(s):

T. MUKAIYAMA ◽

S. KOBAYASHI ◽

H. UCHIRO ◽

I. SHIINA

Keyword(s):

Aldol Reaction ◽

Asymmetric Aldol ◽

Enol Ethers ◽

Silyl Enol Ethers ◽

Chiral Diamine ◽

Asymmetric Aldol Reaction ◽

Catalytic Asymmetric

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Aromatic aldehyde-selective aldol addition with aldehyde-derived silyl enol ethers

Chemical Communications ◽

10.1039/c7cc08936h ◽

2018 ◽

Vol 54 (4) ◽

pp. 374-377 ◽

Cited By ~ 4

Author(s):

Takahiro Kawajiri ◽

Reiya Ohta ◽

Hiromichi Fujioka ◽

Hironao Sajiki ◽

Yoshinari Sawama

Keyword(s):

Aromatic Aldehyde ◽

Aldol Reaction ◽

Aliphatic Aldehydes ◽

Enol Ethers ◽

Silyl Enol Ethers ◽

Mukaiyama Aldol Reaction ◽

Mukaiyama Aldol ◽

Aldol Addition

Unprecedented chemoselectivity between aromatic and aliphatic aldehydes has been achieved in the Mukaiyama aldol reaction using aldehyde-derived silyl enol ethers.

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