99529-63-2

Upstream product

• 99477-55-1 (2E,6E,1'S*,4'S*)-7-(4'-hydroxy-3',3'-dimethyl-2'-oxacyclopentyl)-3,7-dimethyl-2,6-heptadienyl acetate 
• 99529-57-4 (2E,6E,1'R,4'R)-(-)-7-(4'-hydroxy-3',3'-dimethyl-2'-oxacyclopentyl)-3,7-dimethyl-2,6-heptadienyl acetate 
• 99529-55-2 Acetic acid (2E,6E)-7-[(2R,4R)-5,5-dimethyl-4-((R)-1-naphthalen-1-yl-ethylcarbamoyloxy)-tetrahydro-furan-2-yl]-3-methyl-octa-2,6-dienyl ester 
• 99477-61-9 (2'E,6'E,1''R,4''R)-3-<7'-(4''-t-butyldimethylsilyloxy-3'',3''-dimethyl-2''-oxacyclopentyl)-3',7'-dimethyl-2',6'-heptadienyl>-1,5-dichloro-6-methyl-2,4-cyclohexanedione 
• 99529-60-9 (2'E,6'E,1''R,4''R)-4-chloro-2-<7'-(4''-t-butyldimethylsilyloxy-3'',3''-dimethyl-2''-oxacyclopentyl)-3',7'-dimethyl-2',6'-heptadienyl>orcinol 
• 99477-60-8 (2'E,6'E,1''R,4''R)-(-)-3-<7'-(4''-t-butyldimethylsilyloxy-3'',3''-dimethyl-2''-oxacyclopentyl)-3',7'-dimethyl-2',6'-heptadienyl>-2,4-dimethoxy-6-methyl-1,4-cyclohexadiene 
• 99477-57-3 (2E,6E,1'R,4'R)-(-)-7-(4'-t-butyldimethylsilyloxy-3',3'-dimethyl-2'-oxacyclopentyl)-3,7-dimethyl-2,6-heptadienyl acetate 
• 99664-70-7 (2E,6E,1'R,4'R)-7-(4'-t-butyldimethylsilyloxy-3',3'-dimethyl-2'-oxacyclopentyl)-3,7-dimethyl-2,6-heptadienyl chloride 
• 99529-59-6 (2E,6E,1'R,4'R)-(+)-7-(4'-t-butyldimethylsilyloxy-3',3'-dimethyl-2'-oxacyclopentyl)-3,7-dimethyl-2,6-heptadien-1-ol 
• 99529-61-0 (2'E,6'E,1''R,4''R)-5-chloro-2,4-dihydroxy-6-methyl-3-<7'-(4''-t-butyldimethylsilyloxy-3'',3''-dimethyl-2''-oxacyclopentyl)-3',7'-dimethyl-2',6'-heptadienyl>benzaldehyde 

Downstream Products

• 99529-65-4 (1''R)-(+)-ascofuranone 

Relevant academic research and scientific papers

Cyclitol Reactions, XIII.- Synthesis of Pseudosugars from D-Glucose by Intramolecular Horner-Emmons Olefination

The reaction of the aldehyde 3, prepared from D-glucose diethyl dithioacetal via 1 and 2, with lithium dimethyl methylphosphonat yields the adduct 4.Conversion of 4 into 9 followed by Swern oxidation results in the enone 6.Hydrogenation of 6 leads to pseu

SYNTHESIS OF THE NATURAL ENANTIOMERS OF ASCOCHLORIN, ASCOFURANONE AND ASCOFURANOL

Three fungal metabolites with a common structural feature as prenylated phenols were synthesized in their naturally occuring and optically active forms: ascochlorin benzaldehyde>, ascofuranone and ascofuranol benzaldehyde>. (+)-Ascofuranone and (+)-ascofuranol were also synthesized.By the present synthesis the absolute configuration of the natural (-)-ascofuranol was established as (1''S,4''S).