100591-69-3

Upstream product

• 89036-08-8 2-(phenylthio)-5-pentanolide 
• 100591-58-0 Carbonic acid 4-benzenesulfinyl-butyl ester methyl ester 
• 5851-37-6 4-(phenylthio)butan-1-ol 
• 542-28-9 3,4,5,6-tetrahydro-2H-pyran-2-one 
• 931-59-9 benzenesulfenyl chloride 
• 882-33-7 diphenyldisulfane 
• 77657-90-0 4-phenylthiobutyraldehyde 

Downstream Products

• 89036-06-6 3--2-phenylsulfinyl-5-pentanolide 
• 94451-12-4 3-Benzenesulfinyl-4-(2,6-dimethyl-benzyl)-3-methyl-tetrahydro-pyran-2-one 
• 89030-25-1 3--2-phenylthio-5-pentanolide 
• 94450-95-0 2-Phenylthio-3-(3,4,5-trimethylphenyl)-5-pentanolide 
• 94450-92-7 3-(2,4,6-Trimethylbenzyl)-2-phenylthio-5-pentanolide 
• 94451-10-2 3-(2,6-Dimethylbenzyl)-2-methyl-2-phenylthio-5-pentanolide 
• 94451-09-9 (3S,4R)-4-(2,6-Dimethyl-benzyl)-3-phenylsulfanyl-tetrahydro-pyran-2-one 
• 94450-94-9 3-(1,3,5-Trimethyl-4-methylene-2,5-cyclohexydienyl)-2-phenylthio-5-pentanolide 
• 94450-93-8 (3R,4R)-4-(3,5-Dimethyl-4-methylene-cyclohexa-2,5-dienyl)-3-phenylsulfanyl-tetrahydro-pyran-2-one 
• 89030-31-9 2-Phenylthio-3-vinyl-2-penten-5-olide 
• 89030-22-8 3-Methyl-2-phenylthio-5-pentanolide 
• 89030-29-5 3-Methyl-2-(phenylthio)-2-penten-5-olide 
• 135253-19-9 3,3-Dimethyl-2-phenylthio-5-pentanolide 
• 94482-84-5 (+/-)-secocrispiolide (2-methylene-3-(2,6-dimethylbenzyl)-5-pentanolide) 

Relevant academic research and scientific papers

An Useful Synthetic Method for 3-Substituted δ-Lactones. Synthesis of (+/-)-Secocrispiolide

2-Phenylthio-2-penten-5-olide (1) acted as a reactive Michael acceptor toward some typical carbon nucleophiles to give 3-substituted 2-phenylthio-5-pentanolides (2) which were convertible both to 3-substituted 5-pentanolides by reductive desulfurization and to 3-substituted 2-penten-5-olides by sulfenic acid syn elimination of the sulfoxides 4 derived from 2.The Pummerer rearrangement of 4 provided 3-substituted 2-phenylthio-2-penten-5-olides and/or 2-hydroxy-2-penten-5-olides. (+/-)-Secocrispiolide was synthesized via the adduct obtained by the Michael reaction of 1 with the Grignard reagent prepared from 2,6-dimethylbenzyl bromide and magnesium.

A NEW SYNTHESIS OF α,β-UNSATURATED γ- AND δ-LACTONS VIA INTRAMOLECULAR ACYLATION OF α-SULFINYL CARBANION

A new synthesis of α,β-unsaturated γ- and δ-lactones involving the intramolecular acylation of α-sulfinyl carbanion followed by pyrolisis is described.