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Journal ArticleDOI

A Convenient Synthetic Route to Functionalized 5-Trifluoroacetyl-6-trifluoromethyl-3,4-dihydro-2H-pyrans: Hetero-Diels-Alder Reaction of β,β-Bis(trifluoroacetyl)vinyl Ethers with Electron-Rich Alkenes

Masaru Hojo, +2 more
- 01 Jan 1990 - 
- Vol. 1990, Iss: 04, pp 347-350
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TLDR
Hetero-Diels-alder reaction of β,β-bis(trifluoroacetyl)vinyl ethers, which are prepared by acylation of vinyl ethers with trifluoracetic anhydride, with electron-rich alkenes such as vinyl ether, ethyl vinyl sulfide and 1,1-diphenoxyethylene proceed quite easily under mild conditions to afford 2,4-dialkoxy-, 2,ethoxy-4-phenoxy-, 3,4dihydro-2H
Abstract
Hetero-Diels-alder reaction of β,β-bis(trifluoroacetyl)vinyl ethers, which are prepared by acylation of vinyl ethers with trifluoroacetic anhydride, with electron-rich alkenes such as vinyl ethers, ethyl vinyl sulfide and 1,1-diphenoxyethylene proceed quite easily under mild conditions to afford 2,4-dialkoxy-, 2-ethoxy-4-phenoxy-, 2-ethylthio-4-alkoxy-, 2-2diphenoxy-4-ethoxy- and 2,4-diaryloxy-5-trifluoroacetyl-6-trifluoromethyl-3,4-dihydro-2H-pyrans in excellent yields

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Book ChapterDOI

Hetero diels-alder reactions in organic chemistry

TL;DR: In this article, an overview is given for the period since 1989 describing the reaction of heterobutadienes and other dienophiles such as carbonyls, thiocarbonyls and iminium salts.
Journal ArticleDOI

Methods for the synthesis of α,β-unsaturated trifluoromethyl ketones and their use in organic synthesis

TL;DR: In this article, the methods of synthesis and properties of α,β-unsaturated trifluoromethyl-containing ketones are surveyed and described systematically. But the use of these compounds in organic synthesis is not discussed.
Journal ArticleDOI

Preparation of α,β-Unsaturated Ketones Bearing a Trifluoromethyl Group and Their Application in Organic Synthesis

TL;DR: In this article, Nen et al. presented the approaches to the synthesis of α,β-unsaturated CF and showed how to synthesize α, β-unaturated CF.
Journal ArticleDOI

A green and rapid approach for the stereoselective vinylation of phenol, thiol and amine derivatives in water

TL;DR: In this paper, the stereoselective formation of C-O, C-S and C-N bonds by the reaction of phenols, thiols and amines with activated alkynes is described.
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