Chiral Phosphoric Acid-Governed Anti-Diastereoselective and Enantioselective Hetero-Diels−Alder Reaction of Glyoxylate

2009 ◽  
Vol 131 (36) ◽  
pp. 12882-12883 ◽  
Author(s):  
Norie Momiyama ◽  
Hideaki Tabuse ◽  
Masahiro Terada
Keyword(s):  
Phosphoric Acid ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
Chiral Phosphoric Acid

Remote Tris(pentafluorophenyl)borane-Assisted Chiral Phosphoric Acid Catalysts for the Enantioselective Diels–Alder Reaction

Synlett ◽  
2015 ◽  
Vol 27 (04) ◽  
pp. 564-570 ◽  
Author(s):  
Kazuaki Ishihara ◽  
Manabu Hatano ◽  
Hideyuki Ishihara ◽  
Yuta Goto
Keyword(s):  
Phosphoric Acid ◽  
Alder Reaction ◽  
Diels Alder ◽  
Acid Catalysts ◽  
Diels Alder Reaction ◽  
Chiral Phosphoric Acid

Organocatalytic asymmetric desymmetrization of 4,4-disubstituted cyclohexadienones via an intermolecular Diels–Alder reaction

2015 ◽  
Vol 13 (45) ◽  
pp. 11039-11045 ◽  
Author(s):  
Ryukichi Takagi ◽  
Takehiko Nishi
Keyword(s):  
Phosphoric Acid ◽  
Alder Reaction ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed

Asymmetric desymmetrization of 4,4-disubstituted cyclohexadienones via a chiral phosphoric acid-catalyzed enantioselective intermolecular Diels–Alder reaction is developed.

scholarly journals Catalytic asymmetric multiple dearomatizations of phenols enabled by a cascade 1,8-addition and Diels–Alder reaction

2020 ◽  
Vol 11 (3) ◽  
pp. 671-676 ◽  
Author(s):  
Xihong Liu ◽  
Jingying Zhang ◽  
Lutao Bai ◽  
Linqing Wang ◽  
Dongxu Yang ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Alder Reaction ◽  
Diels Alder ◽  
Polycyclic Compounds ◽  
Diels Alder Reaction ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed ◽  
Catalytic Asymmetric

The first chiral phosphoric acid catalyzed asymmetric multiple dearomatizations of phenols for the synthesis of bridged polycyclic compounds are reported.

Multiple Activation Catalyst for Asymmetric [4+2] Cycloaddition of Aldehydes with Dienes

Synlett ◽  
2021 ◽  
Author(s):  
Takuya Kurahashi ◽  
Seijiro Matsubara ◽  
Rei Tomifuji ◽  
Shunpei Murano ◽  
Satoru Teranishi ◽  
...  
Keyword(s):  
Density Functional Theory ◽  
Density Functional ◽  
Addition Reaction ◽  
Catalyst System ◽  
Alder Reaction ◽  
Diels Alder ◽  
Functional Theory ◽  
Diels Alder Reaction ◽  
Chiral Phosphoric Acid ◽  
High Yields

AbstractThe enantioselective oxa-Diels–Alder reaction of nonactivated substrates by utilizing FeCl3 and a 1,1′-bi-2-naphthol (BINOL) derived chiral phosphoric acid as a multiple activation catalyst is reported. Various oxygen-containing six-membered heterocycles were obtained in high yields and in an enantioselective manner. Density functional theory (DFT) calculations elucidate that both Lewis acidic and Brønsted acidic moieties in the catalyst system synergistically activate two lone pairs of an aldehyde to facilitate enantioselective addition reaction of dienes.

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