57287-24-8

Upstream product

• 17224-73-6 (1R,2R)-cyclopentane-1,2-dicarboxylic acid 
• 192385-73-2 (-)-trans-(7R,8R)-1,4-dithiaspiro[4.4]nonane-7,8-dicarboxylic acid dimethyl ester 
• 35079-19-7 trans-(1R,2R)-1,2-Bis(methoxycarbonyl)-4-oxocyclopentane 
• 6453-07-2 (+/-)-trans-4-oxo-1,2-cyclopentanedicarboxylic acid bis(methyl ester) 
• 57287-23-7 trans-(1R,2R)-cyclopentane-1,2-dicarboxylic acid dimethyl ester 
• 82442-56-6 trans-1,2-bis(hydroxymethyl)cyclopentane 

Downstream Products

• 768395-42-2 [(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-cyclopentyl]-methanol 
• 935871-92-4 C₁₄H₁₈O₂ 
• 935871-96-8 (S,2Z,4E)-ethyl 2-bromo-7-(tert-butyldimethylsilyloxy)-7-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}hepta-2,4-dienoate 
• 935872-61-0 (S,4E)-ethyl 7-(tert-butyldimethylsilyloxy)-2-iodo-7-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}hepta-2,4-dienoate 
• 935872-55-2 C₄₂H₆₆O₆SiNCOCF₃ 
• 935872-03-0 (3S,4S,6S,8R,10S)-((S,3E,5Z)-7-allyloxy-6-bromo-1-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}-7-oxohepta-3,5-dienyl) 3-(tert-butyldimethylsilyloxy)-4,6,8,10-tetramethyl-11-oxoundecanoate 
• 935872-04-1 (S,2Z,4E)-allyl 2-bromo-7-(tert-butyldimethylsilyloxy)-7-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}hepta-2,4-dienoate 
• 935872-05-2 (S,2Z,4E)-allyl 2-bromo-7-hydroxy-7-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}hepta-2,4-dienoate 
• 935872-06-3 (3S,4S,6S,8R,10S)-((S,3E,5Z)-7-(allyloxy)-6-bromo-1-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}-7-oxohepta-3,5-dienyl) 3-(tert-butyldimethylsilyloxy)-4,6,8,10-tetramethyl-11-(tetrahydro-2H-pyran-2-yloxy)undecanoate 
• 935872-07-4 (3S,4S,6S,8R,10S)-((S,3E,5Z)-7-(allyloxy)-6-bromo-1-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}-7-oxohepta-3,5-dienyl) 3-(tert-butyldimethylsilyloxy)-11-hydroxy-4,6,8,10-tetramethylundecanoate 
• 935872-09-6 (2S,4E,6E,8S,9S,11R,13S,15S,16S)-allyl 16-(tert-butyldimethylsilyloxy)-8-hydroxy-2-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}-9,11,13,15-tetramethyl-18-oxooxacyclooctadeca-4,6-diene-7-carboxylate 
• 935872-10-9 (2S,4E,6E,8S,9S,11R,13S,15S,16S)-allyl 8,16-bis(tert-butyldimethylsilyloxy)-2-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}-9,11,13,15-tetramethyl-18-oxooxacyclooctadeca-4,6-diene-7-carboxylate 

Relevant academic research and scientific papers

Synthesis of complex intermediates for the study of a dehydratase from borrelidin biosynthesis

Herein, we describe the syntheses of a complex biosynthesis-intermediate analogue of the potent antitumor polyketide borrelidin and of reference molecules to determine the stereoselectivity of the dehydratase of borrelidin polyketide synthase module 3. Th

Williamson Ether Synthesis with Phenols at a Tertiary Stereogenic Carbon: Formal Enantioselective Phenoxylation of β-Keto Esters

The enantioselective formation of α-aryloxy-β-keto esters is described for the first time. Lewis acid catalyzed enantioselective chlorination of β-keto esters and subsequent SN2 reactions with phenols yielded α-aryloxy-β-keto esters with up to 96 % ee. Favorskii rearrangement of α-chloro-β-keto esters was also found to give 1,2-diesters with slightly reduced enantiopurity.

Stereoselective total synthesis of (-)-borrelidin

A convergent synthesis of (-)-borrelidin (1) is reported based on the retrosynthetic disconnections indicated in the picture. Highlights of the strategy include the construction of a strained enynone-containing macrolide and the installation of a cyano group in a regioselective manner by a novel molybdenum-catalyzed hydrostannation of the alkyne.

Enzymes in Organic Synthesis. 24. Preparations of Enantiomerically Pure Chiral Lactones via Stereospecific Horse Liver Alcohol Dehydrogenase Catalyzed Oxidations of Monocyclic Meso Diols

Preparative-scale horse liver alcohol dehydrogenase catalyzed oxidation of monocyclic meso diols provides a direct and convenient one-step route to a broad range of chiral γ-lactones of value as synthons in asymmetric synthesis.The general applicability of the method is demonstrated by oxidations of cis-1,2-bis(hydroxymethyl) substrates of the cyclohexyl, cyclohexenyl, cyclopentyl, cyclobutyl, cyclopropyl, and dimethylcyclopropyl series.For each diol, oxidation of the hydroxymethyl group attached to the S chiral center occurs exclusively, and the pure γ-lactone products are isolated in high (68-90percent) yields and of 100percent ee.In contrast, the enzyme does not exhibit significant enantiomeric selectivity in its catalysis of oxidations of the corresponding racemic trans diols.The stereospecificities observed, or lack thereof, are as predicted by the active-site model.