164933-38-4

Upstream product

• 119649-45-5 4-(p-methoxybenzyloxy)butan-1-ol 
• 824-94-2 p-methoxybenzyl chloride 

Downstream Products

• 212690-10-3 1-[(2R,5S,6S,8S,10S)-5-(tert-Butyl-dimethyl-silanyloxy)-10-(tert-butyl-dimethyl-silanyloxymethyl)-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl]-6-(4-methoxy-benzyloxy)-hexan-2-ol 
• 725268-52-0 1-(4-Benzenesulfonyl-butoxymethyl)-4-methoxy-benzene 
• 871468-56-3 3-ethoxy-6-[4-(4-methoxy-benzyloxy)-butyl]-6-methyl-cyclohex-2-enone 
• 871468-72-3 6-allyl-3-ethoxy-6-[4-(4-methoxy-benzyloxy)-butyl]-cyclohex-2-enone 
• 871468-64-3 6-benzyl-3-ethoxy-6-[4-(4-methoxy-benzyloxy)-butyl]-cyclohex-2-enone 
• 871468-68-7 6-butyl-3-ethoxy-6-[4-(4-methoxy-benzyloxy)-butyl]-cyclohex-2-enone 
• 900519-34-8 1-[(2S,5R,6R,8R,10R)-10-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-5-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl]-6-(4-methoxy-benzyloxy)-hexan-2-ol 
• 1028967-67-0 (2S)-2-{6-[(4-methoxybenzyl)oxy]-1-hexynyl}-1,4-dioxaspiro[4.5]decane 
• 1039455-96-3 C₁₈H₂₈O₄ 
• 1128112-79-7 methyl 2-(2-bromophenyl)-6-[(4-methoxybenzyl)oxy]hexanoate 
• 1256293-16-9 ethyl 2-(diisopropoxyphosphoryl)-6-(p-methoxybenzyloxy)hexanoate 
• 1333080-67-3 C₂₀H₂₈O₂ 
• 164933-39-5 (S)-1-(p-methoxybenzyloxy)-13-(t-butyldimethylsiloxy)-5-tetradecyne 

Relevant academic research and scientific papers

Gold(I)-catalysed intramolecular hydroamination of α-quaternary alkynes: Synthetic studies towards spiroimine marine toxins

Cyclic spiroimines form an essential component of the bioactive pharmacophore in a number of potent fast-acting marine biotoxins, including the pinnatoxins, gymnodimine and the spirolides. These present a significant challenge for the total synthesis of this class of natural products. A novel approach to these cyclic spiroimines based on metal-catalysed hydroamination of spiroaminoalkyne precursors is reported herein. Au(PPh3)SbF 6 was found to effect the formation of bench-stable 5,6- and 6,6-spiroimine systems in high yields, although the 7,6-analogue remained elusive. To the best of our knowledge these are the first reported examples of α-quaternary cyclic imines formed via alkyne hydroamination.

Synthesis of a functionalized 7,6-bicyclic spiroimine ring fragment of the spirolides

The asymmetric synthesis of a functionalized 7,6-spiroimine related to the spirolides is described. Intermolecular Diels-Alder cycloaddition of a chiral trisubstituted dienophile and Danishefsky's diene enabled simultaneous installation of the C7 and C29 stereocenters. Further transformations and late-stage aza-Wittig cyclization afforded the spiroimine in good yield. During this study, an unprecedented 14-membered dialdimine was also obtained.

Synthetic studies on antascomicin A: Construction of the C18-C34 fragment

Stereoselective synthesis of the C18-C34 fragment of antascomicin A is described. Construction of the C27-C34 carbocycle moiety was achieved via catalytic Ferrier carbocylization and Johnson-Claisen rearrangement, which was converted to iodide 2 by use of