88246-05-3

Upstream product

• 79681-04-2 1-[(4-methyl-phenyl)-sulfonyl]-1H-indol-4-carboxaldehyde 
• 1439-36-7 1-triphenylphosphoranylidene-2-propanone 
• 112152-12-2 4--3-buten-2-one 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 33062-26-9 (+/-)-4,6-trans-clavicipitic acid 
• 33062-26-9 (+/-)-4,6-cis-clavicipitic acid 
• 88299-03-0 6-(2-Methyl-propenyl)-5-(toluene-4-sulfonyl)-5,6-dihydro-1H-azepino[5,4,3-cd]indole-4-carboxylic acid methyl ester 
• 88299-02-9 (S)-6-((S)-1,2-Dihydroxy-2-methyl-propyl)-5-(toluene-4-sulfonyl)-5,6-dihydro-1H-azepino[5,4,3-cd]indole-4-carboxylic acid methyl ester 
• 88299-10-9 [[(S)-(1H-Indol-4-yl)-((S)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-methyl]-(toluene-4-sulfonyl)-amino]-acetic acid methyl ester 
• 88299-11-0 [[(S)-(3-Formyl-1H-indol-4-yl)-((S)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-methyl]-(toluene-4-sulfonyl)-amino]-acetic acid methyl ester 
• 88298-99-1 (R)-6-((R)-2,2,5,5-Tetramethyl-[1,3]dioxolan-4-yl)-5-(toluene-4-sulfonyl)-5,6-dihydro-1H-azepino[5,4,3-cd]indole-4-carboxylic acid methyl ester 
• 88299-00-7 (R)-6-((R)-5,5-Dimethyl-2-oxo-[1,3]dioxolan-4-yl)-5-(toluene-4-sulfonyl)-5,6-dihydro-1H-azepino[5,4,3-cd]indole-4-carboxylic acid methyl ester 
• 88299-01-8 (R)-6-((R)-5,5-Dimethyl-2-thioxo-[1,3]dioxolan-4-yl)-5-(toluene-4-sulfonyl)-5,6-dihydro-1H-azepino[5,4,3-cd]indole-4-carboxylic acid methyl ester 
• 88299-09-6 4-Methyl-N-{(R)-((R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-[1-(toluene-4-sulfonyl)-1H-indol-4-yl]-methyl}-benzenesulfonamide 
• 88299-06-3 (E)-2-methyl-4-(1-tosyl-1H-indol-4-yl)but-3-en-2-ol 

Relevant academic research and scientific papers

A Tandem Asymmetric Friedel–Crafts Alkylation/Michael Addition: Synthesis of Novel Ergoline Derivatives

Herein, we report the development of an asymmetric tandem Friedel–Crafts alkylation/Michael addition of 4-substituted indoles with trans-β-nitrostyrene derivatives. By employing a chiral ZnII-(bis)oxazoline catalyst we could control the formation of three contiguous chiral centers in one step in 57 %–99 % yield and up to > 99 % ee. This methodology provides easy access to a range of novel C4-substituted products containing the tricyclic core of the ergoline skeleton and allows for the synthesis of tetracyclic ergoline derivatives with four chiral centers, in high enantioselectivity and as single isolated diastereomers.

High Pressure Experiments, XII. - Application of High Pressure on Wittig Reactions with Resonance Stabilized Ylides

At pressures of about 10 kbar the reaction of aldehydes with resonance stabilized ylides gets strongly accelerated.The yield of the trans-olefin is increased.

TOTAL SYNTHESIS OF (+/-)-CLAVICIPITIC ACIDS I AND II

Ergot alkaloids, clavicipitic acids (3 and 4) were synthesized respectively in racemic forms from 4-(3-oxo-1-butenyl)-indole (5) by way of (6) and (7).Names of clavicipitic acids I and II were proposed for 3 and 4.