84230-76-2

Upstream product

• 83333-89-5 (E)-5-(phenylthio)-1,3-pentadiene 
• 108-98-5 thiophenol 
• 52022-82-9 (E)-5-bromopenta-1,3-diene 
• 922-65-6 divinylcarbinol 
• 931-59-9 benzenesulfenyl chloride 
• 137905-34-1 1-phenylsulphinyl-1,4-pentadiene 

Downstream Products

• 84230-81-9 Benzoic acid (2E,4E,6E,9Z)-1-(4-methoxycarbonyl-butyl)-pentadeca-2,4,6,9-tetraenyl ester 
• 84230-81-9 Benzoic acid (2E,4E,6Z,9Z)-1-(4-methoxycarbonyl-butyl)-pentadeca-2,4,6,9-tetraenyl ester 
• 84230-79-5 Benzoic acid (2E,4E)-6-acetoxy-1-(4-methoxycarbonyl-butyl)-6-phenylsulfanyl-hexa-2,4-dienyl ester 
• 84230-78-4 Benzoic acid (2E,4E)-6-benzenesulfinyl-1-(4-methoxycarbonyl-butyl)-hexa-2,4-dienyl ester 
• 84230-77-3 Benzoic acid (E)-2-benzenesulfinyl-1-(4-methoxycarbonyl-butyl)-hexa-3,5-dienyl ester 
• 84230-80-8 Benzoic acid (2E,4E)-1-(4-methoxycarbonyl-butyl)-6-oxo-hexa-2,4-dienyl ester 
• 79663-49-3 (+/-)-asteltoxin 
• 90623-38-4 4(R,S),6(R,S)-dihydroxy-5(R,S),6-dimethyl-7(R,S)-ethyl-(3(R,S)(5-phenylsulfinyl)-(E,E)-penta-1,3-dien-1-yl)-1(S,R)-2,8-dioxabicyclo<3.3.0>octane 
• 90641-17-1 8(R,S)-ethyl-7(R,S)-hydroxy-5(R,S)-(1(R,S)-hydroxy-6-(phenylsulfinyl)-(E,E)-hexa-2,4-dien-1-yl)-3,3,6(R,S),7-tetramethyl-1(R,S)-2,4,9-trioxabicyclo<4.3.0>nonane 
• 90641-17-1 8(R,S)-ethyl-7(R,S)-hydroxy-5(R,S)-(1(S,R)-hydroxy-6-(phenylsulfinyl)-(E,E)-hexa-2,4-dien-1-yl)-3,3,6(R,S),7-tetramethyl-1(R,S)-2,4,9-trioxabicyclo<4.3.0>nonane 

Relevant academic research and scientific papers

REGIO- AND STEREO-CHEMISTRY OF THE COUPLING REACTION OF PHENYLSULPHENYL-, PHENYLSULPHINYL- AND PHENYLSULPHONYL-PENTADIENYL METALS

The coupling reaction of phenylsulphenyl-, phenylsulphinyl and phenylsulphonyl-pentadienyl metals 3a-g has been studied showing that while 3c-g couple in any case regioselectively and stereoselectively, the coupling of 3a-b is countercation and electrophile dependent.The α-regioisomeric coupling products of phenylsulphenylpentadienyl metals may undergo sigmatropic rearrangement, those of phenylsulphinyl- and phenylsulphonyl-pentadienyl metals give fast double sigmatropic isomerization.

Total synthesis of (±)-asteltoxin

A convergent synthesis of (±)-asteltoxin has been achieved in 16 steps (3.0% overall yield) from 3,4-dimethylfuran. The attachment of the triene pyrone side chain to the bis(tetrahydrofuran) skeleton proceeds by way of the addition of the Corey equivalent to anion 3 to the aldehyde 2 and a subsequent aldol condensation-dehydration reaction of pyrone 4.

TOTAL SYNTHESIS OF 5-DESOXYLEUKOTRIENE D. A NEW AND USEFUL EQUIVALENT OF THE 4-FORMYL-TRANS,TRANS-1,3-BUTADIENYL ANION

The first total synthesis of 5-desoxyleukotriene D (14) is reported.The route of synthesis utilizes a novel method for five-carbon chain extension.The availability of 14 allowed experimental demonstration that the 5-hydroxyl function is important for biological activity of the slow reacting substances.