144015-82-7

Upstream product

• 142955-65-5 (Z)-7-C-phenyl-L-gluco-hept-2-enono-γ-lactone 
• 144402-15-3 6R,7R,8S-7-benzyloxy-1,5-dioxa-6-(R-benzyloxybenzyl)-2-oxobicyclo<3.3.0.>oct-3-ene 
• 96405-62-8 (5S,6R)-6-[(1S,2R)-1-(benzyloxy)-1,2-dihydroxy-2-phenylethyl]-5-hydroxy-5,6-dihydro-2H-pyran-2-one 
• 2033-24-1 cycl-isopropylidene malonate 
• 252273-48-6 trimethyl (4R,5R,6S,7R)-7-(t-butyldimethylsilyloxy)-5,6-isopropylidenedioxy-3-phenylsulfonyl-7-phenylorthoheptanoate 
• 338385-78-7 ethyl 7R-t-butyldimethylsilyloxy-7-phenyl-5S,6S-O-isopropylidene-4S-methoxymethyl-hepten-2Z-oate 
• 338385-71-0 (4S,5S)-5-[(S)-(tert-Butyl-dimethyl-silanyloxy)-phenyl-methyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde 
• 338385-67-4 (4R)-4-hydroxy-4-phenyl-2S,3S-O-isopropylidene-butyl benzyl ether 
• 338385-69-6 (4R)-4-t-butyldimethylsilyloxy-4-phenyl-2S,3S-O-isopropylidene-butyl benzyl ether 
• 338385-74-3 ethyl 7R-t-butyldimethylsilyloxy-7-phenyl-5S,6S-O-isopropylidene-4S-hydroxy-heptyn-2-oate 
• 179618-34-9 ethyl (2S,3S,4R)-4-{[(tert-butyl)(dimethyl)silyl]oxy}-2,3-dihydroxy-4-phenylbutanoate 
• 179618-33-8 ethyl (2E,4S)-4-{[(tert-butyl)(dimethyl)silyl]oxy}-4-phenylbut-2-enoate 
• 187931-99-3 ethyl (4S,5S)-5-[(R)-{[(tert-butyl)(dimethyl)silyl]oxy}(phenyl)methyl]-2,2-dimethyl-1,3-dioxolane-4-carboxylate 
• 153619-46-6 (S)-Methoxymethoxy-((2R,3S)-3-methoxymethoxy-6-oxo-3,6-dihydro-2H-pyran-2-yl)-acetaldehyde 

Downstream Products

• 129578-09-2 diacetylgoniofufurone 
• 1085403-93-5 C₂₂H₂₀O₆ 
• 1262487-80-8 (R)-((2R,3S,3aS,6aR)-3-(cinnamoyloxy)-5-oxo-hexahydrofuro[3,2-b]furan-2-yl)(phenyl)methyl cinnamate 

Relevant academic research and scientific papers

A concise synthesis of (+)-goniofufurone, (+)-7-epi-goniofufurone, (+)-crassalactones B and C

The concise and efficient synthesis of (+)-goniofufurone, (+)-7-epi-goniofufurone, (+)-crassalactones B and C were achieved in 6 to 7 steps from the known D-glucono-δ-lactone derivative 9. An acid-mediated cascade cyclization was employed to construct the

Short Flow-Photochemistry Enabled Synthesis of the Cytotoxic Lactone (+)-Goniofufurone

A photochemical approach to the cytotoxic lactone (+)-goniofufurone (1) is reported. Paternò-Büchi [2 + 2] photocycloaddition from known enol ether 4, derived from the readily available sugar d-isosorbide, yielded oxetane 7. This slow, dilute reaction was

Conformationally constrained goniofufurone mimics as inhibitors of tumour cells growth: Design, synthesis and SAR study

Synthesis of conformationally restricted (+)-goniofufurone (1) and 7-epi-(+)-goniofufurone (2) analogues, with embedded O-isopropylidene, O-methylidene or cyclic carbonate functions is disclosed starting from d-glucose. A number of potential bioisosteres

An expeditious enantiospecific total synthesis of (-)-crassalactone C

A concise and expeditious approach for the total synthesis of bioactive styryllactone (-)-crassalactone C is presented from tartaric acid. The main features of the synthesis include the desymmetrization of dimethylamide of tartaric acid and the effective use of cinnamoyl ester as a protecting group as well as a reactant in the ring-closing metathesis reaction. Georg Thieme Verlag Stuttgart · New York.

Stereoselective total syntheses of (+)-exo- and (-)-exo-brevicomins, (+)-endo- and (-)-endo-brevicomins, (+)- and (-)-cardiobutanolides, (+)-goniofufurone

Stereoselective total syntheses of aggregation pheromones (+)-exo-brevicomin (9a), (-)-exo-brevicomin (9b), (+)-endo-brevicomin (9c), (-)-endo-brevicomin (9d) and styryllactones (+)-cardiobutanolide (14a), (-)-cardiobutanolide (14b), and (+)-goniofufurone

Design, synthesis and antiproliferative activity of styryl lactones related to (+)-goniofufurone

This paper describes a straightforward divergent synthesis of (+)-goniofufurone mimics (4, 5 and 6) starting from d-xylose. In a preliminary bioassay, analogues 4 and 5 exhibited a submicromolar antiproliferative activity towards HL-60 cells, while the co

Stereoselective total synthesis of styryl-lactones: (+)-crassalactones B and C, (+)-howiionol A, (+)-tricinnamate, (+)-goniofufurone and (+)-dicinnamoyl goniofufurone

The total synthesis of (+)-crassalactone B, (+)-crassalactone C, (+)-howiionol A, (+)-tricinnamate, (+)-goniofufurone, and (+)-dicinnamoyl goniofufurone is achieved by a 'chiron approach' starting from diacetone d-glucose (DAG). Mitsunobu inversion, Wittig olefination and ring closing metatheses were used as key steps for (+)-howiionol A and (+)-tricinnamate. Meldrum's acid was used for the synthesis of (+)-crassalactone C, (+)-goniofufurone, and (+)-dicinnamoyl goniofufurone. Yamaguchi esterification was used for (+)-crassalactone B, while a Grignard reaction followed by concomitant deallylation was first reported in the synthesis of (+)-dicinnamoyl goniofufurone.

Enantiodivergent synthesis of cytotoxic styryl lactones from d-xylose. The first total synthesis of (+)- and (-)-crassalactone C

Enantiodivergent total syntheses of both (+)- and (-)-enantiomers of goniofufurone, 7-epi-goniofufurone and crassalactone C have been accomplished starting from d-xylose. The key steps of the synthesis of 7-epi-(+)-goniofufurone were a stereo-selective ad

Divergent synthesis of cytotoxic styryl lactones from D-xylose. The first total synthesis of (+)-crassalactone C

A new divergent approach to (+)-goniofufurone (1) and 7-epi-(+)- goniofufurone (2), as well as the first total synthesis of crassalactone C (3), has been achieved starting from o-xylose. In a preliminary bioassay, all three natural products 1, 2, and 3 sh

Total syntheses of (+)-7-epi-goniofufurone, (+)-goniopypyrone and (+)-goniofufurone from a common precursor

Total syntheses of (+)-7-epi-goniofufurone, (+)-goniopypyrone and (+)-goniofufurone have been achieved from an advanced common precursor formed from d-(+)-mannitol by changing the carbinol protection profile. The Royal Society of Chemistry.