181265-66-7

Upstream product

• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 116757-62-1 (R)-3-O-benzyl-1,3-butanediol 
• 79464-76-9 (2S,4R)-4-methyl-2-phenyl-1,3-dioxane 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 86040-07-5 (R)-3-benzyloxybutanal 
• 116761-24-1 (R)-3-(benzyloxy)butanoic acid methyl ester 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 

Downstream Products

• 1309803-85-7 (1S,6R,3Z)-1-[(S)-2-acetoxy-2-phenylacetoxy]-6-benzyloxy-1-phenylhept-3-ene 
• 1309803-84-6 (1S,6R,3Z)-1-[(R)-2-acetoxy-2-phenylacetoxy]-6-benzyloxy-1-phenylhept-3-ene 
• 1309803-83-5 (1S,6R,3Z)-1-acetoxy-6-benzyloxy-1-phenylhept-3-ene 
• 1309803-81-3 (1R,6R,3Z)-1-[(S)-2-acetoxy-2-phenylacetoxy]-6-benzyloxy-1-phenylhept-3-ene 
• 1309803-80-2 (1R,6R,3Z)-1-[(R)-2-acetoxy-2-phenylacetoxy]-6-benzyloxy-1-phenylhept-3-ene 
• 1309803-79-9 (1R,6R,3Z)-1-acetoxy-6-benzyloxy-1-phenylhept-3-ene 
• 1309803-76-6 S-[(3RS,5R)-5-benzyloxyhex-1-en-3-yl] S'-methyl dithiocarbonate 
• 1309803-75-5 O-[(R)-5-benzyloxyhex-2-en-1-yl] S-methyldithiocarbonate 
• 181265-90-7 (2S,3S,5R)-5-Benzyloxy-1-[(4-methoxy-phenyl)-diphenyl-methoxy]-3-methyl-hexan-2-ol 
• 181266-01-3 (2S,3S,5R)-2,5-Bis-benzyloxy-3-methyl-hexanal 
• 181265-95-2 (2S,3S,5R)-2,5-Bis-benzyloxy-3-methyl-hexan-1-ol 
• 181265-85-0 (2S,3S,5R)-5-Benzyloxy-3-methyl-hexane-1,2-diol 
• 181489-26-9 [(2R,3R)-3-((R)-2-Benzyloxy-propyl)-oxiranyl]-methanol 
• 181267-20-9 (2R,4S,5S,6R,9S,10S,11S)-2,5,10-Tris-benzyloxy-11-((2R,3S,4S)-3,4-bis-benzyloxy-tetrahydro-pyran-2-yl)-4,9-dimethyl-dodecan-6-ol 

Relevant academic research and scientific papers

Effective 1,5-, 1,6- and 1,7-remote stereocontrol in reactions of alkoxy- and hydroxy-substituted allylstannanes with aldehydes

Alk-2-enylstannanes with 4-, 5- and 6-alkoxy- or -hydroxy-substituents are transmetallated stereoselectively with tin(iv) halides to generate allyltin trihalides which react with aldehydes to give (Z)-alk-3-enols with useful levels of 1,5-, 1,6- and 1,7-stereocontrol. Alk-2-enylstannanes with a stereogenic centre bearing a hydroxy or alkoxy group at the 4-, 5- or 6-position, react with overall (Z)-1,5-, 1,6- and 1,7-syn-stereoselectivity with respect to the hydroxy and alkoxy substituents. The analogous reactions of alkoxy- and -hydroxyalk-2-enylstannanes with a methyl bearing stereogenic centre at the 4- or 5-position react with overall (Z)-1,5- and 1,6-anti-stereoselectivity with respect to the hydroxy and methyl substituents.

Syntheses of β-resorcylic acid derivatives, novel potato micro-tuber inducing substances isolated from Lasiodiplodia theobromae

The syntheses of β-resorcylic acid derivatives 1 and 2, isolated from fungus Lasiodiplodia theobromae, and their dimethyl ethers were accomplished. (R)-(-)-1,3-Butanediol was used as a chiral source of the side chain C6-synthon. The dianion of the benzoic acid moiety was alkylated with C6-bromide to give the desired skeleton. Several β-resorcylic acid derivatives including 1 and 2 were synthesized via hydrogenation, lactonization, demethylation and esterification. The (R)-configuration of the stereogenic center in the side chain was proved by this synthesis. It is confirmed that two phenolic hydroxy groups are required for 1 and 2 to exhibit potato micro-tuber inducing activity.

Die Struktur von Maitotoxin - I: Konfiguration der C1-C14-Seitenkette

Keywords: Konfigurationsbestimmung; Konformation; Maitotoxin; Naturstoffe; NMR-Spektroskopie