228252-07-1

Upstream product

• 541-41-3 chloroformic acid ethyl ester 
• 197219-01-5 1-methoxy-4-pent-4-ynyloxymethyl-benzene 
• 5390-04-5 pent-1-yn-5-ol 
• 1453486-35-5 1-(((5,5-dibromopent-4-en-1-yl)oxy)methyl)-4-methoxybenzene 
• 119649-27-3 4-((4-methoxybenzyl)oxy)butanal 
• 119649-45-5 4-(p-methoxybenzyloxy)butan-1-ol 
• 2746-25-0 p-Methoxybenzyl bromide 

Downstream Products

• 1453486-47-9 ethyl (2Z,5Z,9E,11R,13S)-13-hydroxy-11-methoxy-3,6-dimethyl-14-(trityloxy) tetradeca-2,5,9-trienoate 
• 1453486-52-6 (2Z,5Z,9E,11R,13S)-13-hydroxy-11-methoxy-3,6-dimethyl-14-(trityloxy)tetradeca-2,5,9-trienoic acid 
• 1453486-54-8 (4E,6Z,10E,12R,14S)-12-methoxy-4,7-dimethyl-14-(trityloxymethyl)oxacyclotetradeca-4,6,10-trien-2-one 
• 1453486-58-2 2-(((2Z,5Z)-9-((4-methoxybenzyl)oxy)-3,6-dimethylnona-2,5-dien-1-yl)oxy)tetrahydro-2H-pyran 
• 1453486-61-7 (2R,5E,9Z,12Z)-2-((tert-butyldiphenylsilyl)oxy)-1-((4-methoxybenzyl)oxy)-9,12-dimethyl-14-((tetrahydro-2H-pyran-2-yl)oxy)tetradeca-5,9,12-trien-4-one 
• 1453486-64-0 (R,2Z,5Z,9E)-13-(tert-butyldiphenylsilyloxy)-14-(4-methoxybenzyloxy)-3,6-dimethyl-11-oxotetradeca-2,5,9-trienoic acid 
• 1453486-62-8 (R,5E,9Z,12Z)-2-(tert-butyldiphenylsilyloxy)-14-hydroxy-1-(4-methoxybenzyloxy)-9,12-dimethyltetradeca-5,9,12-trien-4-one 
• 1453486-66-2 (S,3Z,6Z,10E)-14-(((4-methoxybenzyl)oxy)methyl)-4,7-dimethyloxacyclotetradeca-3,6,10-triene-2,12-dione 
• 1453486-65-1 C₂₄H₃₂O₆ 
• 1453486-48-0 ethyl (2Z,5Z,9E,11R,13S)-11-methoxy-3,6-dimethyl-13-(triethylsilyloxy)-14-(trityloxy)tetradeca-2,5,9-trienoate 
• 1453486-49-1 C₄₂H₅₈O₄Si 
• 1453486-50-4 C₄₂H₅₆O₄Si 
• 1453486-51-5 C₄₂H₅₆O₅Si 
• 1453486-63-9 C₄₀H₅₀O₅Si 

Relevant academic research and scientific papers

Palladium/Norbornene-Catalyzed C?H Alkylation/Alkyne Insertion/Indole Dearomatization Domino Reaction: Assembly of Spiroindolenine-Containing Pentacyclic Frameworks

Reported is a highly chemoselective intermolecular annulation of indole-based biaryls with bromoalkyl alkynes by using palladium/norbornene (Pd/NBE) cooperative catalysis. This reaction is realized through a sequence of Catellani-type C?H alkylation, alkyne insertion, and indole dearomatization, by forming two C(sp2)?C(sp3) and one C(sp2)?C(sp2) bonds in a single chemical operation, thus providing a diverse range of pentacyclic molecules, containing a spiroindolenine fragment, in good yields with excellent functional-group tolerance. Preliminary mechanistic studies reveal that C?H bond cleavage is likely involved in the rate-determining step, and the indole dearomatization might take place through an olefin coordination/insertion and β-hydride elimination Heck-type pathway.

Studies directed towards the total synthesis of koshikalide: Stereoselective synthesis of the macrocyclic core

The stereoselective synthesis of the macrolactone core of the natural product koshikalide is described. Starting with readily available 1,4-butanediol and malic acid as synthons, our synthetic strategy involved the reiterative application of Gilman's reaction, Swern oxidation and Sharpless asymmetric epoxidation to establish the required stereocentres. Other key steps in the synthesis include Negishi cross coupling and Horner-Wadsworth-Emmons (HWE) reactions for construction of the main fragments. The 14-membered lactone ring was prepared by a selective Mitsunobu macrolactonization approach.

Synthesis of the zoanthamine ABC ring system: Some surprises from intramolecular Diels-Alder reactions

In connection with the total synthesis of the marine alkaloids zoanthamine and norzoanthamine, an elaborate model study was conducted starting from (-)-carvone. In nine steps alkenyl iodides corresponding to the C 11-C24 fragment of

Transannular Diels-Alder studies on the asymmetric synthesis of (+)- maritimol

Assembly of 13-membered TCC macrocyclic trienes are described and their transannular Diels-Alder reaction are investigated as a model study for the asymmetric synthesis of the ABC-ring system of (+)-maritimol. Albeit the original expectations that the pro-3(S)- and 4(R)-functionalities induce perfect absolute and relative control in the strategic step has not been fully met, a position at pro-12(R) complying with these requirements is recognized.