Diastereoselective Synthesis of 6-trifluoromethyl-5,6-dihydropyrans Via Phosphine-catalyzed [4 + 2] Annulation of α-benzylallenoates with Ketones

Overview

Journal Org Lett

Publisher American Chemical Society

Specialties Biochemistry
Chemistry

Date 2010 Aug 18

PMID 20712333

Citations 13

Authors

Tong Wang

Song Ye

Affiliations

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Abstract

The highly diastereoselective synthesis of 6-trifluoromethyl-5,6-dihydropyrans was realized by the phosphine-catalyzed [4 + 2] annulation of ethyl α-benzylallenoates and trifluoromethyl ketones.

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[3+2] regioselective annulation reaction of 2-arylidene-1,3-indandiones towards synthesis of spirocyclopentenes: understanding the mechanism of γ-attack α-attack using DFT studies.

Anwar S, Lin L, Srinivasadesikan V, Gudise V, Chen K RSC Adv. 2022; 11(61):38648-38653.

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Enantioselective [4+2] Annulation to the Concise Synthesis of Chiral Dihydrocarbazoles.

Wang H, Hu Q, Wang M, Guo C iScience. 2020; 23(2):100840.

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Organophosphine-Catalyzed [4C+X] Annulations.

Li Y, Chen X, Chen X, Shen X Molecules. 2018; 23(11).

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Phosphine Organocatalysis.

Guo H, Fan Y, Sun Z, Wu Y, Kwon O Chem Rev. 2018; 118(20):10049-10293.

PMID: 30260217 PMC: 6218176. DOI: 10.1021/acs.chemrev.8b00081.