Advances in Catalytic Asymmetric Reactions Involving o-Hydroxyphenyl Substituted p-Quinone Methides^★

Acta Chimica Sinica, Journal Year: 2023, Volume and Issue: 81(7), P. 793 - 793

Published: Jan. 1, 2023

o-Hydroxyphenyl substituted p-quinone methides (p-QMs) belong to a class of p-QMs with unique advantages.They not only maintain the high reactivity p-QMs, but also have more reactive and activation sites owing introduction hydroxyl group.Therefore, o-hydroxyphenyl wide applications in synthetic medicinal chemistry.The catalytic asymmetric 1,6-conjugate addition [4＋n] cycloaddition developed very rapidly recent years, which become efficient strategies for synthesis chiral oxygen-containing heterocycles arylmethanes potential bioactivity.This review summarizes reactions involving points out remaining challenges this research area, will open new window design type their involved reactions.

Language: Английский

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Development of Construction of Chiral C—X Bonds through Nickel Catalyzed Asymmetric Hydrogenation^★

Acta Chimica Sinica, Journal Year: 2023, Volume and Issue: 81(6), P. 646 - 646

Published: Jan. 1, 2023

Chiral C-X (X＝N, O, P, B, F, etc.) bond fragments are present in a wide variety of natural and pharmaceutically active molecules.Transition metal-catalyzed asymmetric hydrogenation is one the most attractive strategies for synthesis these chiral compounds.Among many transition metal catalysts, earth-abundant metals (iron, cobalt, nickel, copper) have been used to replace rare (rhodium, ruthenium, iridium palladium) due their abundant reserves, low toxicity, environmental friendliness.At present, this method construction bonds has become prominent trend modern organic chemistry.Among them, development nickel catalysts relatively rapid.Based on this, article will review latest research preparation compounds with via nickel-catalyzed using hydrogen.It divided into five sections consisting C-N, C-O, C-P, C-B C-F by hydrogenation.

Language: Английский

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Regio- and Stereospecific Hydrative Cloke–Wilson Rearrangement

Organic Letters, Journal Year: 2023, Volume and Issue: 25(46), P. 8356 - 8360

Published: Nov. 14, 2023

The Cloke–Wilson rearrangement of unsymmetrical β-diketone-derived cyclopropanes inevitably yields a mixture two 4-acylated 2,3-dihydrofuran regiomers. By using alkynes as masked acyls, Tf2NH-promoted polysubstituted 1-(1-alkynyl)cyclopropyl ketones followed by alkyne hydration is described, regioselectively affording 2,3-dihydrofurans bearing 4-acyls nonequivalent to that involved in the rearrangement. rings with cis 2,3-diaryls are unexpectedly more stable than their trans diastereomers under reaction conditions, guaranteeing regiospecificity this hydrative high fidelity.

Language: Английский

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Strategies and Methods for the Catalytic Asymmetric Synthesis of Benzofuran/Benzopyran Fused Acetals: A Review

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(24), P. 4320 - 4333

Published: Nov. 17, 2023

Benzofuran- and benzopyran-fused polycyclic acetals are found in a variety of biologically active natural products. The synthetic methods toward this class heterocycles have fascinated one the most intensive pursuits total synthesis. Nevertheless, stereoselective towards rapid construction such skeletons still remain challenging for organic chemists. Significant progress has been made research area recent years, however, literature on enantioselective approaches to construct these molecules not fully reviewed. Driven by their intriguing complex scaffolds with potential usefulness, we compose advances review covering all important works field. We hope will promote future area.

Language: Английский

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Transition Metal‐Catalyzed Enantioselective Synthesis of Chiral Five‐ and Six‐Membered Benzo O‐heterocycles

The Chemical Record, Journal Year: 2023, Volume and Issue: 23(11)

Published: July 4, 2023

Enantiomerically enriched five- and six-membered benzo oxygen heterocycles are privileged architectures in functional organic molecules. Over the last several years, many effective methods have been established to access these compounds. However, comprehensive documents cover updated methodologies still highly demand. In this review, recent transition metal catalyzed transformations lead chiral presented. The mechanism chirality transfer or control processes also discussed details.

Language: Английский

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Steric Hindrance Tuned [4 + 1] Annulation of α-Substituted Conjugated Enones with Ylides for Dihydrofuran Synthesis

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 19, 2024

In sharp contrast to the intuitive modulation by electronic effect, [4 + 1] annulation reaction between α-substituted conjugated enones and ylides has been reliably controlled match of α-substituent ylide in steric hindrance, providing a straightforward efficient method for valuable 4-cyano, 4-alkynyl, 4-vinyl, 4-aryl 2,3-dihydrofurans.

Language: Английский

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