5848-33-9

Upstream product

• 111-34-2 -butyl vinyl ether 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 74628-08-3 (1E,4Z)-5-Hydroxy-1-methoxy-hexa-1,4-dien-3-one 
• 85920-63-4 5-(1-hydroxyethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 129665-17-4 2-(1-butoxy)-6-methyl-2,3-dihydro-4H-pyran-4-one 
• 51731-17-0 trans-4-methoxy-3-buten-2-one 
• 691-45-2 acetylketene 
• 109-92-2 ethyl vinyl ether 

Downstream Products

• 215160-81-9 2-[(S)-6-Benzyloxy-2-hydroxy-4-(4-methoxy-benzyloxy)-hexyl]-pyran-4-one 
• 263154-62-7 2-[(4R,5S)-6-Benzyloxy-2-hydroxy-4-(4-methoxy-benzyloxy)-5-methyl-hexyl]-pyran-4-one 
• 215160-86-4 (2S,6S,8R,10S)-2-(2-Benzyloxy-ethyl)-10-hydroxy-10-methyl-8-vinyl-1,7-dioxa-spiro[5.5]undecan-4-one 
• 215160-83-1 (6R,8S)-8-(2-Benzyloxy-ethyl)-10-(tert-butyl-dimethyl-silanyloxy)-1,7-dioxa-spiro[5.5]undec-2-en-4-one 
• 215160-84-2 (2R,6R,8S)-8-(2-Benzyloxy-ethyl)-10-(tert-butyl-dimethyl-silanyloxy)-2-vinyl-1,7-dioxa-spiro[5.5]undecan-4-one 
• 215160-85-3 (2R,4S,6R,8S)-8-(2-Benzyloxy-ethyl)-10-(tert-butyl-dimethyl-silanyloxy)-4-methyl-2-vinyl-1,7-dioxa-spiro[5.5]undecan-4-ol 
• 215160-82-0 2-[(S)-6-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-hexyl]-pyran-4-one 
• 215160-87-5 (2R,4S,6R,8S,10S)-8-(2-Benzyloxy-ethyl)-4-methyl-2-vinyl-1,7-dioxa-spiro[5.5]undecane-4,10-diol 
• 1322588-82-8 C₅₉H₉₄O₈Si₃ 

Relevant academic research and scientific papers

Sodium carbonate as a solid-phase reagent for the generation of acetylketene

Reaction of a toluene solution of 3-oxobutanoyl chloride (14) with Na2CO3 in the presence of a catalytic amount of triethylamine at -78 °C generates a solution of acetylketene (2), the dimer of which was isolated. Acetylketene (2) was trapped with 2-propanone, 2-propanol, and ethyl vinyl ether.

Synthesis of the AB spiroketal subunit of spongistatin 1 (Altohyrtin A): The pyrone approach

The synthesis of the AB spiroketal fragment of spongistatin 1 (altohyrtin A) has been accomplished utilizing the addition of a metalated pyrone to an aldehyde followed by acid catalyzed spirocyclization. A stereoselective copper (I) promoted conjugate add

A convenient synthesis of unsymmetrical, substituted γ-pyrones from Meldrum's acid

A unique approach to the synthesis of mono and disubstituted γ-pyrones from acylated Meldrum's acid and vinyl ethers has been developed. The convenient one pot synthesis of these versatile polyketide equivalents is accomplished without strong base or low temperature.

Reaction of Diketene-Acetone Adduct with Enamines, Ketene Acetals, Vinyl Ethers, and β-Diketones

Diketene-acetone adduct (1) generates acetylketene (2) under heating.In order to compare the reactivity of 2 with that of diketene, the reaction of 1 with electron-rich olefins was investigated.On heating with 1 primary enamines (3a-d) produced the corresponding 3-substituted 2,6-dimethyl-4(1H)-pyridones (4a-d), while the tertiary enamine 3e gave the 4-pyrone derivative (7).The reaction of 1 with ketene acetals (8) gave the 2,2-diethoxy-2,3-dihydro-4-pyrone derivatives (9).The vinyl ether derivatives 13 similarly reacted with 1 to give the 4-pyrone derivative 15 or 16 as the major product.The result shows that both diketene and 2 react with electron-rich olefins in a similar manner.Keywords -- diketene; acetylketene; diketene-acetone adduct; enamine; ketene acetal; vinyl ether; 1,3-dioxin-4-one; 4-pyridone; 4-pyrone; cycloaddition

A CONVENIENT SYNTHESIS OF SUBSTITUTED γ-PYRONES

An efficient and general synthetic method for various 2-mono- and 2,6-disubstituted γ-pyrones has been developed.This utilizes the C-acylation (70-85percent) of β-methoxy-α,β-enone lithium enolates 4 by acid chlorides 3 followed by the acid-catalyzed cycl