132016-49-0

Upstream product

• 110653-58-2 (2R,3R,4S)-4-benzyloxymethyl-3-formyloxy-2-methylhexanal 
• 153977-33-4 (2S)-2-<(4S,5S)-5-Ethyl-2,2-dimethyl-1,2-dioxan-4-yl>-1-tosyloxypropane 
• 768-60-5 4-methoxyphenylacetylen 
• 152934-36-6 (2S,3S,4S)-4-Benzyloxymethyl-3-hydroxy-2-methyl-1-pivaloyloxyhexane 
• 152934-38-8 (4S,5S,1'S)-2,2-dimethyl-5-ethyl-4-<1'-methyl-2'-(trimethylacetoxy)ethyl>-1,3-dioxane 
• 152934-35-5 (2S,3S,4S)-4-Benzyloxymethyl-2-methylhexane-1,3-diol 
• 152934-37-7 (2S,3S,4S)-2-Ethyl-4-methyl-5-pivaloyloxypentane-1,3-diol 
• 152934-39-9 (2S)-2-<(4S,5S)-5-Ethyl-2,2-dimethyl-1,2-dioxan-4-yl>propan-1-ol 
• 144534-92-9 (4R,5S)-5-Ethyl-4-((R)-2-iodo-1-methyl-ethyl)-2,2-dimethyl-[1,3]dioxane 
• 131927-90-7 (3S)-1-<(2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-3-<(4S,5S)-5-ethyl-2,2-dimethyl-1,3-dioxan-4-yl>butan-1-one 
• 131967-58-3 (2S)-2-<(4S,5S)-5-Ethyl-2,2-dimethyl-1,3-dioxan-4-yl>propyl phenyl sulfone 
• 131967-59-4 (E)-(S)-3-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-5-((4S,5S)-5-ethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-1-(4-methoxy-phenyl)-hex-1-en-3-ol 

Relevant academic research and scientific papers

Stereoselective Total Synthesis of Polyether Ionophore Antibiotics, Isolasalocid A and Lasalocid A. Part 2. The Total Synthesis via Stereoselective Construction of the B Rings by Chelation-Controlled Cyclization under Thermodynamic Conditions

Stereoselective total synthesis of isolasalocid A (1) and lasalocid A (2) was achieved via construction of the tetrahydrofuran rings by chelation-controlled cyclization of the corresponding p-methoxyphenyl substituted allyl alcohols (6, 7) under thermodyn

Stereoselective synthesis of polyether antibiotics, lasalocid A and isolasalocid A, via a chelation-controlled formation of tetrahydrofuran rings under thermodynamic conditions

The B-rings (2,5-trans-tetrahydrofurans) of lasalocid A (6) and isolasalocid A (7) were stereoselectively constructed from the corresponding p-methoxyphenylallyl alcohols (13a, 13b) by treatment with ZnBr2 to give C13-C24 fragments (14a, 14b) via a new chelation-controlled cyclization under thermodynamic conditions. After their conversion into lasalocid ketone (19) and BOM-isolasalocid ketone (20), coupling with the C1-C11 aldehyde (22) completed the synthesis of 6 and 7, respectively.