Palladium-Catalyzed (4 + 1) Annulation of 4-Vinylbenzodioxinones with Sulfur Ylides: Diastereoselective Synthesis of Dihydrobenzofuran Derivatives DOI
Yi Tang, Xiaojing Sun,

Yu Tan

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(12), С. 8951 - 8959

Опубликована: Май 30, 2024

Palladium-catalyzed (4 + 1) annulation of 4-vinylbenzodioxinones with sulfur ylides has been developed to afford various dihydrobenzofuran derivatives in moderate high yields excellent diastereoselectivities. The scale-up reaction and further derivations the product worked well, demonstrating application potential current organic synthesis.

Язык: Английский

Palladium-catalyzed asymmetric allylic alkylation (AAA) with alkyl sulfones as nucleophiles DOI Creative Commons
Barry M. Trost, Zhiwei Jiao, Hadi Gholami

и другие.

Chemical Science, Год журнала: 2021, Номер 12(31), С. 10532 - 10537

Опубликована: Янв. 1, 2021

A variety of “hard” α-sulfonyl carbanions aryl, heteroaryl and alkyl sulfones were successfully employed as nucleophiles in palladium-catalyzed asymmetric allylic alkylation with excellent enantioselectivities.

Язык: Английский

Процитировано

19
Acidic Hydrogen‐Tethered Allylic Carbonates for Phosphine‐Catalyzed (4+2) Annulation of Sulfamate‐Derived Cyclic Imines DOI
Min Liu,

Jianning Liao,

Yujie Dong

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2022, Номер 364(13), С. 2146 - 2151

Опубликована: Май 17, 2022

Abstract The acidic hydrogen‐tethered allylic carbonates were successfully applied in phosphine catalysis. Their (4+2) annulation reaction with sulfamate‐derived cyclic imines under catalysis worked well to produce tetrahydropyridine‐fused heterocyclic compounds high yields. A moderate ee was obtained the initial screening. zwitterionic intermediate produced through in‐situ deprotonation functioned as a four‐membered synthon. magnified image

Язык: Английский

Процитировано

14
A review of the synthetic strategies toward spirobarbiturate-fused 3- to 7-membered rings DOI
Akram Bagherinejad, Abdolali Alizadeh

Organic & Biomolecular Chemistry, Год журнала: 2022, Номер 20(36), С. 7188 - 7215

Опубликована: Янв. 1, 2022

This review covers the reported use of activated olefins, such as barbiturate-based for synthesis spirobarbiturate-fused three- to seven-membered carbo- and heterocyclic rings through different synthetic strategies.

Язык: Английский

Процитировано

14
Highly Regio- and Diastereoselective Phosphine-Catalyzed [2 + 4] Annulation of Benzofuran-Derived Azadienes with Allyl Carbonates: Access to Spiro[benzofuran-cyclohexanes] DOI
Huang Yi-fei,

Mengting Tan,

Nengzhong Wang

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(18), С. 13030 - 13041

Опубликована: Авг. 30, 2023

A novel highly regio- and diastereoselective phosphine-catalyzed [2 + 4] annulation of benzofuran-derived azadienes (BDAs) with acidic hydrogen-tethered allyl carbonates has been developed ingeniously. range functionalized spiro[benzofuran-cyclohexane] derivatives two consecutive stereocenters were smoothly obtained in moderate to excellent yields under mild reaction conditions from readily available materials. Moreover, this method is a practical scalable strategy that creates the core structural motif fungistatic drug, griseofulvin.

Язык: Английский

Процитировано

6
Palladium-Catalyzed (4 + 1) Annulation of 4-Vinylbenzodioxinones with Sulfur Ylides: Diastereoselective Synthesis of Dihydrobenzofuran Derivatives DOI
Yi Tang, Xiaojing Sun,

Yu Tan

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(12), С. 8951 - 8959

Опубликована: Май 30, 2024

Palladium-catalyzed (4 + 1) annulation of 4-vinylbenzodioxinones with sulfur ylides has been developed to afford various dihydrobenzofuran derivatives in moderate high yields excellent diastereoselectivities. The scale-up reaction and further derivations the product worked well, demonstrating application potential current organic synthesis.

Язык: Английский

Процитировано

2