32778-77-1

Upstream product

• 114634-31-0 (R)-nonadec-1-en-6-yl azide 
• 14427-53-3 methyl 3-oxohexadecanoate 
• 114634-29-6 Toluene-4-sulfonic acid (S)-3-hydroxy-hexadecyl ester 
• 114634-26-3 4,7,7-trimethyl-3-exo-(1-naphthyl)bicyclo<2.2.1>hept-2-exo-yl 3-oxohexadecanoate 
• 114634-27-4 (S)-3-Hydroxy-hexadecanoic acid (1S,2R,3R,4S)-4,7,7-trimethyl-3-naphthalen-1-yl-bicyclo[2.2.1]hept-2-yl ester 
• 112-64-1 tetradecanoyl chloride 
• 136904-84-2 (2S,6R)-2-Phenylsulfanylmethyl-6-tridecyl-piperidine-1-carboxylic acid tert-butyl ester 
• 136904-83-1 (2S,6R)-2-Hydroxymethyl-6-tridecyl-piperidine-1-carboxylic acid tert-butyl ester 
• 136904-80-8 (S)-2,2-Dimethyl-4-[3-(2-tridecyl-[1,3]dithian-2-yl)-propyl]-oxazolidine-3-carboxylic acid tert-butyl ester 
• 136904-81-9 (S)-2,2-Dimethyl-4-(4-oxo-heptadecyl)-oxazolidine-3-carboxylic acid tert-butyl ester 
• 136904-82-0 (1S,5S)-5-Tridecyl-6-oxa-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester 
• 136904-79-5 2-Tridecyl-[1,3]dithiane 
• 97478-42-7 6-methyl-2-(1-tridecenyl)-1-tosyl-3,4-dehydropiperidine 
• 114634-30-9 (-)-(S)-nonadec-1-en-6-ol 

Downstream Products

• 97478-46-1 N-tosyl solenopsin B 

Relevant academic research and scientific papers

Synthesis of enantiomerically pure fire ant venom alkaloids: Solenopsins and isosolenopsins A, B and C

(Chemical Equation Presented) Concise and efficient methods for the synthesis of enantiomers of fire ant venom alkaloids solenopsin and isosolenopsin A, B, and C are described. These syntheses are based on diastereoselective electrophilic substitution of enatiomerically-pure α-lithiated 2-alkylpiperidine.

Asymmetric synthesis of solenopsins A, B and C

Solenopsins A, B and C have been synthesized in enantiomerically pure forms from the corresponding anti-1,5-diols which have been obtained from glutaric anhydride by an asymmetric synthesis induced by chiral sulfoxides.

Synthesis of solenopsin B via stereoselective reduction of Bicyclic N,O-ketals

A new enantioselective total synthesis of (-)-solenopsin B was described starting from L-glutamic acid as an optically active natural source, in which stereoselective reduction of bicyclic N,O-ketals with DIBALH was used as the key reaction step.

TRANSFORMATION OF N-TOSYL-2-(1,3-BUTADIENYL)AZIRIDINE INTO N-TOSYL-2-ETHENYL-3-PYRROLINE.

1,3-Butadienylaziridines or 1,3-butadienylazetidines activated by N-tosyl group smoothly rearrange to vinylpyrroline derivatives or vinylpiperidines in the presence of a catalytic amount of Pd(PPh3)4.Triphenyltin radical induced rearrangement of title compounds is also described.

Enantioselective Construction of Heterocycles: Synthesis of (R,R)-Solenopsin B

An enantioselective route to solenopsin B (1) , the major saturated component of the alkaloid mixture isolated from the venom of the fire ant, Solenopsis invicta, is reported.The key transformation in this synthesis is the smooth thermolytic cyclization of alkenyl azide 3.The precursor to 3, alcohol 4, is prepared by stereoselective reduction of an enantiomerically pure β-keto ester.

Pd(0) PROMOTED TRANSFORMATION OF N-TOSYL-2-(1,3-BUTADIENYL)-AZIRIDINE INTO N-TOSYL-2-VINYL-3-PYRROLINE

1,3-Butadienylaziridines activated by N-tosyl group smoothly rearrange to vinylpyrrolidine derivates in the presence of a catalytic amount of Pd(PPh3)4.Transformation of dienylazetidines into vinylpiperidine derivatives is also described.