Journal ArticleDOI
Improved procedure for 3,4-dihydro-1H-2-benzopyran ring closure. A general access to 3-substituted isochromanes
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In this paper, a general method for ring closure of 1-substituted 2-(-hydroxymethyl)-phenylethanols to 3-substantituted isochromanes using p-TsOH supported on silica gel is reported.About:
This article is published in Tetrahedron Letters.The article was published on 1998-09-10. It has received 8 citations till now. The article focuses on the topics: Ring (chemistry) & Benzopyran.read more
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Journal ArticleDOI
Versatile synthesis of (Z)-1-alkylidene-1,3-dihydroisobenzofurans and 1H-isochromenes by palladium-catalyzed cycloisomerization of 2-alkynylbenzyl alcohols
TL;DR: In this article, an easy synthesis of (Z)-1-alkylidene-1,3-dihydroisobenzofurans and 1H-isochromenes by palladium-catalyzed cycloisomerization of readily available 2-alkynylbenzyl alcohols under neutral conditions is reported.
Journal ArticleDOI
Regioselective synthesis of phthalans via Cu(OTf)2-catalyzed 5-exo-dig intramolecular hydroalkoxylation of 2-(ethynyl)benzyl alcohols
TL;DR: An efficient, regioselective Cu(OTf) 2 -catalyzed 5- exo - dig intramolecular hydroalkoxylation of 2-(ethynyl)benzyl alcohol, which provides a concise access to functionalized phthalan in high yields has been developed.
Journal ArticleDOI
Oxidation of 3-arylisochromans by dimethyldioxirane. An easy route to substituted 3-arylisocoumarins
TL;DR: In this paper, the selective oxidation of the two different benzylethereal position of 3-arylisochromans by dimethyldioxirane as a function of different substituents on the aromatic rings was studied.
Book ChapterDOI
Chapter 6.4 Six-membered ring systems: With O and/or S atoms
John D. Hepworth,B. Mark Heron +1 more
TL;DR: Developments in marine ladder polyethers that include synthetic studies on brevetoxin, ciguatoxinm, gambierol, gymnocin-A, and yessotoxin are discussed and their transformation into a range of useful products are discussed.
References
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Journal ArticleDOI
Electron-Transfer-Induced Reductive Cleavage of Phthalans: Reactivity and Synthetic Applications
TL;DR: In this paper, the behavior of phthalan (1a) was investigated under conditions of electron transfer from alkali metals in aprotic solvents, and the reaction with lithium in the presence of a catalytic amount of naphthalene in THF led to reductive cleavage of an arylmethyl carbon−oxygen bond, with formation of a stable dilithium compound.
Journal ArticleDOI
Reductive electrophilic substitution of phthalans and ring expansion to isochroman derivatives
TL;DR: In this paper, a reductive electrophilic substitution procedure was successfully extended to the substituted phthalans 1b and 1c, to afford the corresponding isochroman-3ones in satisfactory yields.
Journal ArticleDOI
Condensations of 2-Dimethylaminomethylbenzyllithium and Related Amino Organolithium Reagents with Aldehydes and Ketones. Cyclizations to Isochromans1
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An efficient oxyfunctionalisation by dimethyldioxirane of the benzylethereal carbon of flavonoids; a general and useful way to anthocyanidins
TL;DR: In this paper, compounds with flavonoid structure were selectively oxyfunctionalized at the C-2 carbon atom by DMD, which permitted a new route to flavylium salts.