Organocatalytic Enantioselective Intramolecular Michael Addition by In Situ Generated Aminoisobenzofulvenes: Construction of Spiro Quaternary Carbon Stereocenters DOI
Abhisek Midya, Laxman Devidas Khalse, Prasanta Ghorai

и другие.

Chemistry - A European Journal, Год журнала: 2023, Номер 29(59)

Опубликована: Авг. 7, 2023

An unprecedented enantioselective organocatalytic spirocyclization strategy is presented by in situ generation of aminoisobezofulvenes. The reaction sequence involves a reductive Michael/aldol-condensation/Michael addition cascade iminium-enamine catalysis. key success this was the formation intermediatory nucleophilic aminoisobenzofuvenes accountable for intramolecular Michael addition. Benzospirononanes featuring an all carbon qauternary spirocenter were obtained using proline-derived amino-organocatalyst moderate to good yields and excellent diastereo- enantioselectivities (up >20 : 1 dr, 99 % ee). Post-methodological manipulation benzospirononanes also demonstrated.

Язык: Английский

Interrupted Michael Reaction: Sulfophosphinoylation of α,β-Unsaturated Ketones Catalyzed by Phosphine DOI
Xiaohong Wei,

Ya-Wen Xue,

Xuan Liu

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(22), С. 16564 - 16570

Опубликована: Окт. 31, 2024

An efficient method for phosphine-catalyzed sulfophosphinoylation of α,β-unsaturated ketones synthesis allylic organophosphorus compounds has been reported, in which acting as zwitterions react with electrophiles and nucleophiles to form a C-P bond C-O obtain high regio- stereoselectivity moderate excellent yields.

Язык: Английский

Процитировано

1

Enantioselective construction of spirodihydrofuran oxindoles via one-pot organo-/iodine sequential catalysis DOI
Ai‐Bao Xia,

Li-Sha Huang,

LI Chang-ping

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(19), С. 4848 - 4853

Опубликована: Янв. 1, 2023

An efficient strategy for the enantioselective construction of spirodihydrofuran oxindoles with vicinal quaternary stereocenters was first developed via a one-pot Michael/iodization/S N 2 nucleophilic substitution sequence.

Язык: Английский

Процитировано

2

Organocatalytic Enantioselective Intramolecular Michael Addition by In Situ Generated Aminoisobenzofulvenes: Construction of Spiro Quaternary Carbon Stereocenters DOI
Abhisek Midya, Laxman Devidas Khalse, Prasanta Ghorai

и другие.

Chemistry - A European Journal, Год журнала: 2023, Номер 29(59)

Опубликована: Авг. 7, 2023

An unprecedented enantioselective organocatalytic spirocyclization strategy is presented by in situ generation of aminoisobezofulvenes. The reaction sequence involves a reductive Michael/aldol-condensation/Michael addition cascade iminium-enamine catalysis. key success this was the formation intermediatory nucleophilic aminoisobenzofuvenes accountable for intramolecular Michael addition. Benzospirononanes featuring an all carbon qauternary spirocenter were obtained using proline-derived amino-organocatalyst moderate to good yields and excellent diastereo- enantioselectivities (up >20 : 1 dr, 99 % ee). Post-methodological manipulation benzospirononanes also demonstrated.

Язык: Английский

Процитировано

1