129578-06-9

Upstream product

• 142955-65-5 (S)-5-((1S,2R,3R)-1,2,3-trihydroxy-3-phenylpropyl)furan-2(5H)-one 
• 144402-15-3 6R,7R,8S-7-benzyloxy-1,5-dioxa-6-(R-benzyloxybenzyl)-2-oxobicyclo<3.3.0.>oct-3-ene 
• 153000-33-0 (+)-(1'S,2'R,3'R,4R)-4-(1',2',3'-trihydroxy-3'-phenylpropyl)-2-buten-4-olide 
• 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 
• 677300-65-1 (4R,5R,6R)-5-(tert-butyldimethylsilyloxy)-4-[(1S)-2-(tert-butyldimethylsilyloxy)-1-benzoyloxyethyl]-2,2-dimethyl-6-phenyl-[1,3]dioxane 
• 252273-46-4 trimethyl (5S,6S,7R)-7-(t-butyldimethylsilyloxy)-5,6-isopropylidenedioxy-4-oxo-3-phenylsulfonyl-7-phenylorthoheptanoate 
• 153619-46-6 (S)-Methoxymethoxy-((2R,3S)-3-methoxymethoxy-6-oxo-3,6-dihydro-2H-pyran-2-yl)-acetaldehyde 
• 63-29-6 D-glucurono-6,3-lactone 
• 215098-17-2 glucuronolactone acetonide 
• 161514-18-7 1,3-di-O-benzyl-1-phenyl-L-gulo-5-hexenitol 
• 162466-14-0 (2S,3R)-2,3-dihydroxy-3-phenylpropanyl tert-butyldiphenylsilyl ether 
• 98-88-4 benzoyl chloride 

Downstream Products

• 129578-09-2 diacetylgoniofufurone 
• 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

An optically active chromium(0)-complexed benzaldehyde derivative in organic synthesis: A highly stereocontrolled total synthesis of (+)-goniofufurone

An antitumor styryl-lactone, (+)-goniofufurone was synthesized in a highly diastereoselecdve manner from (+)-tricarbonyl(η6-2-trimethylsilylbenzaldehyde)chromium(0) complex through stereoselective aldol reactions as crucial steps.

Ethoxycarbonylmethylenetriphenylphosphorane in carbohydrate chemistry, part II: A short and efficient synthesis of (+)-goniofufurone

A concise approach to the synthesis of anti-tumor compound, goniofufurone is described starting from dialdo-xylose. The key step in our synthesis is the spontaneous lactonisation and Michael-ring closure accompanying the Wittig reaction of the title ylide

The total synthesis of goniofufurone

The total synthesis of natural (+)-Goniofufurone and related compounds from D-glucose is reported utilising a non-classical Wittig reaction. The factors governing the epimerisation of the tetronate 7 are also discussed.

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

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