Direct Reductive Amination of Carbonyl Compounds Catalyzed by a Moisture Tolerant Tin(IV) Lewis Acid

Joshua S. Sapsford; Daniel J. Scott; Nathan J. Allcock; Matthew J. Fuchter; Christopher J. Tighe; Andrew E. Ashley

doi:10.1002/adsc.201701418

Direct Reductive Amination of Carbonyl Compounds Catalyzed by a Moisture Tolerant Tin(IV) Lewis Acid

Advanced Synthesis & Catalysis ◽

10.1002/adsc.201701418 ◽

2018 ◽

Vol 360 (6) ◽

pp. 1066-1071 ◽

Cited By ~ 21

Author(s):

Joshua S. Sapsford ◽

Daniel J. Scott ◽

Nathan J. Allcock ◽

Matthew J. Fuchter ◽

Christopher J. Tighe ◽

...

Keyword(s):

Lewis Acid ◽

Carbonyl Compounds ◽

Reductive Amination

Download Full-text

Synthesis of substituted amines: Catalytic reductive amination of carbonyl compounds using Lewis acid Zn–Co-double metal cyanide/polymethylhydrosiloxane

Chemical Engineering Journal ◽

10.1016/j.cej.2016.02.067 ◽

2016 ◽

Vol 295 ◽

pp. 376-383 ◽

Cited By ~ 5

Author(s):

Amol R. Jadhav ◽

Harshad A. Bandal ◽

Hern Kim

Keyword(s):

Lewis Acid ◽

Carbonyl Compounds ◽

Reductive Amination ◽

Metal Cyanide

Download Full-text

Secondary Amine Formation from Reductive Amination of Carbonyl Compounds Promoted by Lewis Acid Using the InCl3/Et3SiH System

Organic Letters ◽

10.1021/ol901111g ◽

2009 ◽

Vol 11 (15) ◽

pp. 3302-3305 ◽

Cited By ~ 76

Author(s):

On-Yi Lee ◽

Ka-Lun Law ◽

Dan Yang

Keyword(s):

Lewis Acid ◽

Secondary Amine ◽

Carbonyl Compounds ◽

Reductive Amination

Download Full-text

Lewis Acid-Catalyzed Reductive Amination of Carbonyl Compounds with Aminohydrosilanes

Synlett ◽

10.1055/s-2001-17486 ◽

2001 ◽

Vol 2001 (10) ◽

pp. 1617-1619 ◽

Cited By ~ 13

Author(s):

Katsukiyo Miura ◽

Kazunori Ootsuka ◽

Shuntaro Suda ◽

Hisashi Nishikori ◽

Akira Hosomi

Keyword(s):

Lewis Acid ◽

Carbonyl Compounds ◽

Reductive Amination ◽

Acid Catalyzed

Download Full-text

ChemInform Abstract: Studies on Organosilicon Chemistry. Part 155. Lewis Acid Catalyzed Reductive Amination of Carbonyl Compounds with Aminohydrosilanes.

ChemInform ◽

10.1002/chin.200207054 ◽

2010 ◽

Vol 33 (7) ◽

pp. no-no

Author(s):

Katsukiyo Miura ◽

Kazunori Ootsuka ◽

Shuntaro Suda ◽

Hisashi Nishikori ◽

Akira Hosomi

Keyword(s):

Lewis Acid ◽

Carbonyl Compounds ◽

Reductive Amination ◽

Acid Catalyzed ◽

Organosilicon Chemistry

Download Full-text

ChemInform Abstract: Secondary Amine Formation from Reductive Amination of Carbonyl Compounds Promoted by Lewis Acid Using the InCl3/Et3SiH System.

ChemInform ◽

10.1002/chin.200948073 ◽

2009 ◽

Vol 40 (48) ◽

Author(s):

On-Yi Lee ◽

Ka-Lun Law ◽

Dan Yang

Keyword(s):

Lewis Acid ◽

Secondary Amine ◽

Carbonyl Compounds ◽

Reductive Amination

Download Full-text

Graphene-Encapsulated Ni–NiO Nanoalloy Catalyst for Reductive Amination of Carbonyl Compounds

Synfacts ◽

10.1055/s-0040-1706657 ◽

2021 ◽

Vol 17 (02) ◽

pp. 0195

Keyword(s):

Carbonyl Compounds ◽

Reductive Amination

Download Full-text

ChemInform Abstract: RETENTION OF CONFIGURATION IN LEWIS ACID-MEDIATED α-ALKYLATION OF CARBONYL COMPOUNDS USING SN1 REACTIVE ALKYL HALIDES

Chemischer Informationsdienst ◽

10.1002/chin.198130166 ◽

1981 ◽

Vol 12 (30) ◽

Author(s):

M. T. REETZ ◽

M. SAUERWALD ◽

P. WALZ

Keyword(s):

Lewis Acid ◽

Carbonyl Compounds ◽

Alkyl Halides

Download Full-text

One-Pot Reductive Amination of Carbonyl Compounds Using Sodium Borohydride–Amberlyst 15

Synthetic Communications ◽

10.1080/00397910903026731 ◽

2010 ◽

Vol 40 (7) ◽

pp. 951-956 ◽

Cited By ~ 15

Author(s):

Heshmatollah Alinezhad ◽

Mahmood Tajbakhsh ◽

Nastaran Mahdavi

Keyword(s):

Sodium Borohydride ◽

Carbonyl Compounds ◽

Reductive Amination ◽

One Pot ◽

Amberlyst 15

Download Full-text

Lewis acid assisted annelation of trimethylsilyl enol ethers of 1-acetylcyclohexenes with α,β-unsaturated carbonyl compounds to give substituted 2-decalones; synthesis of (±)-Îµ-cadinene

Journal of the Chemical Society Chemical Communications ◽

10.1039/c39870001333 ◽

1987 ◽

pp. 1333-1335 ◽

Cited By ~ 10

Author(s):

Hisahiro Hagiwara ◽

Akihiro Okano ◽

Tsutomu Akama ◽

Hisashi Uda

Keyword(s):

Lewis Acid ◽

Carbonyl Compounds ◽

Enol Ethers

Download Full-text

Ether Synthesis through Reductive Cross-Coupling of Ketones with Alcohols Using Me2SiHCl as both Reductant and Lewis Acid

Synlett ◽

10.1055/s-0036-1590838 ◽

2017 ◽

Vol 28 (18) ◽

pp. 2425-2428 ◽

Cited By ~ 1

Author(s):

Bill Morandi ◽

Yong Lee

Keyword(s):

Functional Groups ◽

Lewis Acid ◽

Carbonyl Compounds ◽

Cross Coupling ◽

Wide Range ◽

Direct Cross ◽

Sterically Hindered ◽

Polar Functional Groups ◽

Ether Synthesis ◽

Dialkyl Ethers

We report that a Lewis acidic silane, Me2SiHCl, can mediate the direct cross-coupling of a wide range of carbonyl compounds with alcohols to form dialkyl ethers. The reaction is operationally simple, tolerates a range of polar functional groups, can be utilized to make sterically hindered ethers, and is extendable to sulfur and nitrogen nucleophiles.

Download Full-text