Sulfuric Acid Adsorbed on Silica Gel. An Efficient Catalyst for the Tetrahydropyranylation of Alcohols

Chavez, Flavio; Godinez, Raul

doi:10.1080/00397919208021087

Cited by 38 publications

(10 citation statements)

References 8 publications

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“…Sulfuric acid absorbed on silica gel has also been used as the catalyst for this transformation with great success. 92 This method also offers the advantages of no aqueous workup, mild reaction conditions, short reaction times, and high yields.…”

Section: P R O T E C T I O N a N D D E P R O T E C T I O N U S I N G P O L Y M E R -S U P P O R T E D R E A G E N T Smentioning

confidence: 99%

Solid-supported reagents in organic synthesis

Drewry¹,

Coe²,

Poon³

1999

Med. Res. Rev.

138

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The current interest in solid-phase organic synthesis has led to a renewed interest in a complementary technique in which solid supported reagents are used in solution phase chemistry. This technique obviates the need for attachment of the substrate to a solid-support, and enables the chemist to monitor the reactions using familiar analytical techniques. The purpose of this review is to increase awareness of the wide range of useful transformations which can be accomplished using solid-supported reagents.

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Section: P R O T E C T I O N a N D D E P R O T E C T I O N U S I N G P O L Y M E R -S U P P O R T E D R E A G E N T Smentioning

confidence: 99%

Solid-supported reagents in organic synthesis

Drewry¹,

Coe²,

Poon³

1999

Med. Res. Rev.

138

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“…106 Steroids, cinnamic and propargylic alcohols were quantitatively converted into the corresponding THP ethers using this reagent system (SiO 2 /H 2 SO 4 ). 107 The same reaction could be performed selectively using silica chloride, prepared by treating silica with thionyl chloride. 108 Additionally, silica-supported Lewis acid SiO 2 /TaCl 5 , affected THPRN at a very low concentration and short reaction time.…”

Section: Heterogeneous Catalyst Mediatedmentioning

confidence: 99%

Tetrahydropyranyl ether (THPE) formation in hydroxyl group protection and conversion to other useful functionalities

et al. 2014

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“…In the absence of either of these components, the reaction did not occur. The use of solid supported acids for the cyclization/functionalization of acetylenic moieties is a convenient and inexpensive alternative to the use of palladium (II) [282,283] or mercury (II) salts [284,285].…”

Section: Fused Thiazolesmentioning

confidence: 99%