Streamlined Catalytic Enantioselective Synthesis of α-Substituted β,γ-Unsaturated Ketones and Either of the Corresponding Tertiary Homoallylic Alcohol Diastereomers

Juan del Pozo; Shaochen Zhang; Filippo Romiti; Shibo Xu; Ryan P. Conger; Amir H. Hoveyda

doi:10.1021/jacs.0c08732

Streamlined Catalytic Enantioselective Synthesis of α-Substituted β,γ-Unsaturated Ketones and Either of the Corresponding Tertiary Homoallylic Alcohol Diastereomers

Journal of the American Chemical Society ◽

10.1021/jacs.0c08732 ◽

2020 ◽

Vol 142 (42) ◽

pp. 18200-18212

Author(s):

Juan del Pozo ◽

Shaochen Zhang ◽

Filippo Romiti ◽

Shibo Xu ◽

Ryan P. Conger ◽

...

Keyword(s):

Enantioselective Synthesis ◽

Unsaturated Ketones

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ChemInform Abstract: Ultrasonic Assisted Dimeric Cinchona Based Chiral Phase Transfer Catalysts for Highly Enantioselective Synthesis of Epoxidation of α,β-Unsaturated Ketones.

ChemInform ◽

10.1002/chin.201518120 ◽

2015 ◽

Vol 46 (18) ◽

pp. no-no

Author(s):

Jayaraman Sivamani ◽

Veeramanoharan Ashokkumar ◽

Velu Sadhasivam ◽

Kumaraguru Duraimurugan ◽

Ayyanar Siva

Keyword(s):

Phase Transfer ◽

Enantioselective Synthesis ◽

Chiral Phase ◽

Unsaturated Ketones ◽

Phase Transfer Catalysts ◽

Ultrasonic Assisted ◽

Chiral Phase Transfer Catalysts

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Chiral Primary-Secondary Diamines Catalyzed Michael-Aldol-Dehydration Reaction between Benzoylacetates and α,β-Unsaturated Ketones: Highly Enantioselective Synthesis of Functionalized Chiral Cyclohexenones

Chemistry - A European Journal ◽

10.1002/chem.200901541 ◽

2009 ◽

Vol 15 (48) ◽

pp. 13295-13298 ◽

Cited By ~ 45

Author(s):

Ying-Quan Yang ◽

Zhuo Chai ◽

Hai-Feng Wang ◽

Xing-Kuan Chen ◽

Hai-Feng Cui ◽

...

Keyword(s):

Enantioselective Synthesis ◽

Dehydration Reaction ◽

Unsaturated Ketones

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Asymmetric Intramolecular Oxa-Michael Addition of Activated α,β-Unsaturated Ketones Catalyzed by a ChiralN,N′-Dioxide Nickel(II) Complex: Highly Enantioselective Synthesis of Flavanones

Angewandte Chemie ◽

10.1002/ange.200803326 ◽

2008 ◽

Vol 120 (45) ◽

pp. 8798-8801 ◽

Cited By ~ 32

Author(s):

Lijia Wang ◽

Xiaohua Liu ◽

Zhenhua Dong ◽

Xuan Fu ◽

Xiaoming Feng

Keyword(s):

Michael Addition ◽

Enantioselective Synthesis ◽

Unsaturated Ketones

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ChemInform Abstract: Chiral Primary-Secondary Diamines Catalyzed Michael-Aldol-Dehydration Reaction Between Benzoylacetates and α,β-Unsaturated Ketones: Highly Enantioselective Synthesis of Functionalized Chiral Cyclohexenones.

ChemInform ◽

10.1002/chin.201018062 ◽

2010 ◽

Vol 41 (18) ◽

Author(s):

Ying-Quan Yang ◽

Zhuo Chai ◽

Hai-Feng Wang ◽

Xing-Kuan Chen ◽

Hai-Feng Cui ◽

...

Keyword(s):

Enantioselective Synthesis ◽

Dehydration Reaction ◽

Unsaturated Ketones

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Rhodium-Catalyzed 1,4-Addition of Lithium 2-Furyltriolborates to Unsaturated Ketones and Esters for Enantioselective Synthesis of γ-Oxo-Carboxylic Acids By Oxidation of the Furyl Ring with Ozone

Chemistry - An Asian Journal ◽

10.1002/asia.201000589 ◽

2011 ◽

Vol 6 (3) ◽

pp. 932-937 ◽

Cited By ~ 21

Author(s):

Xiao-Qiang Yu ◽

Tomohiko Shirai ◽

Yasunori Yamamoto ◽

Norio Miyaura

Keyword(s):

Carboxylic Acids ◽

Enantioselective Synthesis ◽

Unsaturated Ketones

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1,4-Addition of arylboronic acids to β-aryl-α,β-unsaturated ketones and esters catalyzed by a rhodium(I)–chiraphos complex for catalytic and enantioselective synthesis of selective endothelin A receptor antagonists

Tetrahedron ◽

10.1016/j.tet.2006.07.075 ◽

2006 ◽

Vol 62 (41) ◽

pp. 9610-9621 ◽

Cited By ~ 52

Author(s):

Takahiro Itoh ◽

Toshiaki Mase ◽

Takashi Nishikata ◽

Tetsuji Iyama ◽

Hiroto Tachikawa ◽

...

Keyword(s):

Enantioselective Synthesis ◽

Receptor Antagonists ◽

Unsaturated Ketones ◽

Arylboronic Acids ◽

Endothelin A Receptor ◽

Endothelin A

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ChemInform Abstract: Asymmetric Intramolecular Oxa-Michael Addition of Activated α,β-Unsaturated Ketones Catalyzed by a Chiral N,N′-Dioxide Nickel(II) Complex: Highly Enantioselective Synthesis of Flavanones.

ChemInform ◽

10.1002/chin.200908160 ◽

2009 ◽

Vol 40 (8) ◽

Author(s):

Lijia Wang ◽

Xiaohua Liu ◽

Zhenhua Dong ◽

Xuan Fu ◽

Xiaoming Feng

Keyword(s):

Michael Addition ◽

Enantioselective Synthesis ◽

Unsaturated Ketones

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ChemInform Abstract: Rhodium-Catalyzed 1,4-Addition of Lithium 2-Furyltriolborates to Unsaturated Ketones and Esters for Enantioselective Synthesis of γ-Oxo-carboxylic Acids by Oxidation of the Furyl Ring with Ozone.

ChemInform ◽

10.1002/chin.201124048 ◽

2011 ◽

Vol 42 (24) ◽

pp. no-no

Author(s):

Xiao-Qiang Yu ◽

Tomohiko Shirai ◽

Yasunori Yamamoto ◽

Norio Miyaura

Keyword(s):

Carboxylic Acids ◽

Enantioselective Synthesis ◽

Unsaturated Ketones

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Organocatalytic Asymmetric Mannich/Aza-Michael Cascade Reaction of δ-Formyl-α,β-unsaturated Ketones with Cyclic N-Sulfimines: Enantioselective Synthesis of Benzosulfamidate-Fused Pyrrolidines

The Journal of Organic Chemistry ◽

10.1021/acs.joc.7b01533 ◽

2017 ◽

Vol 82 (15) ◽

pp. 8179-8185 ◽

Cited By ~ 13

Author(s):

Hanna Kim ◽

Yerin Kim ◽

Sung-Gon Kim

Keyword(s):

Cascade Reaction ◽

Enantioselective Synthesis ◽

Unsaturated Ketones

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Diastereo- and Enantioselective Synthesis of anti-1,3-Mercapto Alcohols from α,β-Unsaturated Ketones via Tandem Michael Addition—MPV Reduction.

ChemInform ◽

10.1002/chin.200428033 ◽

2004 ◽

Vol 35 (28) ◽

Author(s):

Minoru Ozeki ◽

Kiyoharu Nishide ◽

Fumiteru Teraoka ◽

Manabu Node

Keyword(s):

Michael Addition ◽

Enantioselective Synthesis ◽

Unsaturated Ketones ◽

Mpv Reduction

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