210416-90-3

Upstream product

• 59377-29-6 ((Z)-2-Ethoxy-vinylsulfanyl)-benzene 
• 59377-31-0 ((E)-2-Ethoxy-vinylsulfanyl)-benzene 
• 210416-82-3 (Z)-4,4-Dimethyl-2-phenylsulfanyl-pent-2-enal 
• 210416-70-9 (Z)-1-Ethoxy-4,4-dimethyl-2-phenylsulfanyl-pent-1-en-3-ol 
• 630-19-3 pivalaldehyde 

Downstream Products

• 213456-92-9 (2Z,4Z,6Z)-8,8-dimethyl-2,4-bis(phenylthio)nona-1,4,6-trienal ethyl acetal 
• 210416-92-5 (1Z,4Z,6Z)-1-Ethoxy-8,8-dimethyl-2,4,6-tris-phenylsulfanyl-nona-1,4,6-trien-3-ol 
• 210416-93-6 (2E,4E,6E)-8,8-dimethyl-2,4,6-tris(phenylthio)nona-2,4,6-trienal 
• 210416-91-4 6,6-dimethyl-2,4-bis(phenylthio)hepta-2,4-dienal 
• 213456-89-4 (2Z,4Z)-6,6-dimethyl-2,4-bis(phenylthio)hepta-2,4-dienal diethyl acetal 

Relevant academic research and scientific papers

The First Example of the 1-Chalcogene-Substituted Formylolefination of the Ketones and Aldehydes Using 1-Lithio-2-ethoxyvinyl Chalcogenides

The α-chalcogene-substituted formylolefinations of ketones and aldehydes proceeded using 1-lithio-2-ethoxyvinyl chalcogenides/PPSE or TMSOTf to produce the α-chalcogenoformylolefinated products 4a-l in high yields. Tandem-formylolefmation provided the (2Z,4Z)-2,4-bis(chalcogeno)pent-2,4-dienals 5d,h,i and (2Z,4Z,6Z)-2,4,6-tris(phenylthio)hept-2,4,6-trienal derivatives 7d and 8d, respectively.

A New 1-Alkoxy-2-(chalcogeno)allylic or 1-Alkoxy-2,4-bis(chalcogeno)penta-2,4-dienyl Cation: Highly-Regioselective Allylating or Penta-2,4-dienylating Electrophiles and Their Reactions

2-(Chalcogeno)-1-ethoxyallylic cations 4A are easily generated from the reactions of 2-(chalcogeno)- 1-ethoxyprop-l-en-3-ols 2a-e or 2-(chalcogeno)prop-2-enal acetals 3a-c and TMSOTf and reacted with various nucleophiles to give the adducts 5a-8a, 5b-11b, and 5c-e regio and stereoselectively. 2,4-Bis(chalcogeno)penta-2,4-dienal acetals 16a,c and the 2,4,6-tris(phenylthio)hepta-2,4,6-trienal acetal 20c also gave the dienones 17a,c and 21c in good yields. Furthermore, the intramolecular cyclization of the alkenyl alcohols 25a,b and the 2,4-dienal 2,4-dinitrophenyl hydrazones 29a - c afforded the tetrahydrofurans 26a,b and 3,5-bis(chalcogeno)pyridines 30a-c, respectively.