Stereoselective Reductive Coupling Reactions Utilizing [1, 2]-Phospha-Brook Rearrangement: A Powerful Umpolung Approach

R Kaur, RP Singh - The Journal of Organic Chemistry, 2023 - ACS Publications
[1, 2]-Phospha-Brook rearrangement entails the generation of α-oxygenated carbanions via
the umpolung process. Recently, these anionic species have been widely utilized for several …

[1, 2]‐Phospha‐Brook Rearrangement as Tool for Generation of Anionic Nucleophiles in Addition Reactions under Brønsted Base Catalysis

A Kondoh, M Terada - Asian Journal of Organic Chemistry, 2023 - Wiley Online Library
Abstract The [1, 2]‐phospha‐Brook rearrangement involves the migration of the
dialkoxyphosphoryl moiety of the alkoxide of an α‐hydroxyphosphonate from carbon to …

Chiral Lewis Acid-Catalyzed Asymmetric Multicomponent Michael Reaction through [1, 2]-Phospha-Brook Rearrangement

Q Lin, S Wang, R Weng, W Cao, X Feng - Organic Letters, 2023 - ACS Publications
The multicomponent catalytic asymmetric Pudovik addition/[1, 2]-phospha-Brook
rearrangement/Michael reaction sequence of isatins, phosphites, and 4-oxobutenoates was …

Asymmetric Organocatalytic 1,6-Conjugate Addition of para-Quinone Methides Using [1,2]-Phospha-Brook Rearrangement

Q Tan, N Guo, L Yang, F Wang, X Feng… - The Journal of Organic …, 2023 - ACS Publications
Pudovik addition/[1, 2]-phospha-Brook rearrangement as an efficient tool for generation of
anionic nucleophiles is an attractive strategy for the construction of C–C bonds in organic …

Diastereoselective 1,6-Addition of α-Phosphonyloxy Enolates to para-Quinone Methides

A Ali, R Jajoria, HK Harit, RP Singh - The Journal of Organic …, 2022 - ACS Publications
The addition of α-ketoamide to p-quinone methide initiated by dialkylphosphite in the
presence of organic base 1, 8-diazabicyclo (5.4. 0) undec-7-ene (DBU) is explored …

Stereoselective Synthesis of Dihydrocoumarins via [1,2]-Phospha-Brook Rearrangement in Three-Component Coupling Reaction of α-Ketoesters, o-Quinone …

R Kaur, D Singh, RP Singh - The Journal of Organic Chemistry, 2021 - ACS Publications
A highly regio-and diastereoselective approach for the synthesis of phosphate substituted
dihydrocoumarins via Brønsted base catalyzed [1, 2]-phospha-Brook rearrangement is …

Intramolecular addition of benzyl anion to alkyne utilizing [1, 2]-phospha-Brook rearrangement under Brønsted base catalysis

A Kondoh, R Ozawa, T Aoki, M Terada - Organic & Biomolecular …, 2017 - pubs.rsc.org
A novel reaction system for intramolecular addition of benzyl anions to alkynes was
developed by utilizing the [1, 2]-phospha-Brook rearrangement under Brønsted base …

Brønsted Base‐Catalyzed Umpolung Intramolecular Cyclization of Alkynyl Imines

A Kondoh, M Terada - Chemistry–A European Journal, 2018 - Wiley Online Library
A novel “umpolung” intramolecular cyclization of alkynyl imines, in which the electrophilic
imine sp2‐carbon formally serves as a nucleophilic site, was developed under Brønsted …

Deciphering Asymmetric Brønsted Base-Aminocatalytic Mode in Pudovik/[1, 2]-Phospha-Brook Rearrangement/Michael Cascade Reaction

R Kaur, SS Rautela, M Ali, RP Singh - The Journal of Organic …, 2024 - ACS Publications
An approach involving the use of a bifunctional aminocatalyst containing Brønsted base and
iminium activation sites for asymmetric multicomponent reactions involving [1, 2]-phospha …

Catalytic Generation of Benzyl Anions from Aryl Ketones Utilizing [1, 2]‐Phospha‐Brook Rearrangement and Their Application to Synthesis of Tertiary Benzylic …

A Kondoh, H Suzuki, T Hirozane… - Chemistry–A European …, 2024 - Wiley Online Library
A synthetic method of tertiary alcohols was developed based on the formal umpolung
addition of aryl ketones with electrophiles utilizing the [1, 2]‐phospha‐Brook rearrangement …