Organocatalytic enantioselective Mannich reaction of isoxazol-5(4H)-ones to isatin-derived ketimines DOI Creative Commons
Ricardo Torán,

Dario Puchán,

Amparo Sanz‐Marco

et al.

Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 20(43), P. 8395 - 8399

Published: Jan. 1, 2022

An efficient organocatalytic asymmetric Mannich reaction between isoxazol-5(4 H )-ones and isatin-derived ketimines has been developed.

Language: Английский

Organocatalytic Regio- and Enantioselective aza-1,8-Conjugate Additions of Isoxazol-5(4H)-ones to 6-Methide-6H-indoles DOI Open Access
Xing Wang, Qianqian Song, Xuling Chen

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 42(6), P. 1722 - 1722

Published: Jan. 1, 2022

a ( 青岛大学药学院 山东青岛 266073) b 南方科技大学理学院 格拉布斯研究院化学系 广东省催化化学重点实验室 广东深圳 518055) 摘要 报道了在手性磷酸作用下 6-吲哚甲醇原位生成 6-亚甲基-6H-吲哚, 继而与异噁唑-5(4H)-酮发生不对称 1,8-共轭 加成反应.该反应实现了异噁唑-5(4H)-酮的对映选择性 N-烷基化, 以 70%～83%的产率和 61%～96%的对映选择性得 到共轭加成产物.

Citations

8
Tandem 1,6-Addition/Annulations of Alkynyl p-Quinone Methides with Bis-nucleophiles: Entry to Functionalized Furans, Isoxazoles, Pyrazoles, and Pyridines DOI
Chada Raji Reddy,

Ankita Kumari,

Suraj Aswale

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(11), P. 7046 - 7057

Published: May 12, 2023

The reaction of alkynyl p-quinone methide (pQM) with keto-methylenes through a base-mediated tandem 1,6-addition/annulation sequence, [2 + 3] annulation, affording the furans is reported for first time. A variety functionalized furans, including fused derivatives, were obtained in good to excellent yields under mild conditions. efficacy pQMs highlighted by extending their use access isoxazoles, pyrazoles via [3 2] and pyridines annulation presence different bis-nucleophiles.

Language: Английский

Citations

4
Enantioselective construction of quaternary stereocenters via organocatalytic arylation of isoxazolin-5-ones with o-quinone diimides DOI Creative Commons
Ricardo Torán,

Eduardo Portillo,

Amparo Sanz‐Marco

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(24), P. 6081 - 6086

Published: Jan. 1, 2023

A bifunctional squaramide catalyzes the enantioselective arylation of isoxazolin-5-ones with o -quinone diimides ( -QDIs) to give featuring an arylated quaternary stereocenter in high yields and excellent enantioselectivities.

Language: Английский

Citations

4
Organocatalytic Strategy for a Formal 1,6-Conjugate Hydroxylation DOI

Sifeddine Mohamed Aouina,

Anthony Lapray, Jean‐Valère Naubron

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(43), P. 9294 - 9298

Published: Oct. 18, 2024

Thanks to the versatile vinylogous hexafluoro iso-propyl acrylate molecular platforms, a regio- and enantioselective sulfa-Michael reaction was achieved upon organocatalytic conditions, allowing subsequent amidation, one-pot oxidation, Mislow-Bravermann-Evans [2,3]-sigmatropic rearrangement along with 1,3-chirality transfer, leading eventually formal asymmetric 1,6-hydroxylation sequence.

Language: Английский

Citations

1
Organocatalytic enantioselective Mannich reaction of isoxazol-5(4H)-ones to isatin-derived ketimines DOI Creative Commons
Ricardo Torán,

Dario Puchán,

Amparo Sanz‐Marco

et al.

Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 20(43), P. 8395 - 8399

Published: Jan. 1, 2022

An efficient organocatalytic asymmetric Mannich reaction between isoxazol-5(4 H )-ones and isatin-derived ketimines has been developed.

Language: Английский

Citations

6