128531-45-3

Upstream product

• 151255-09-3 (2S,3R)-3-Benzyloxy-3-ethylhept-6-en-2-ol 
• 151255-07-1 (2S,3R)-2-Benzyloxymethoxyhept-3-ethylhept-6-en-3-ol 
• 151255-06-0 (2S)-2-Benzyloxymethoxyhept-6-en-3-one 
• 151255-10-6 (5R,6S)-5-Benzyloxy-6-tert-butyldimethylsilyloxy-5-ethylhept-1-ene 
• 151255-12-8 (4R,5S)-4-Benzyloxy-5-tert-butyldimethylsilyloxy-4-ethylhexanal 
• 151255-08-2 (5R,6S)-5-Benzyloxy-6-benzyloxymethoxy-5-ethylhept-1-ene 
• 151255-13-9 (2E,6R,7S)-6-Benzyloxy-7-tert-butyldimethylsilyloxy-6-ethyl-1-(4-methoxyphenyl)-oct-2-en-1-one 

Downstream Products

• 128531-48-6 (2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-carbaldehyde 

Relevant academic research and scientific papers

Stereoselective Total Synthesis of Polyether Ionophore Antibiotics, Isolasalocid A and Lasalocid A. Part 1. Stereocontrolled Construction of the C Rings (C18-C24) by Acid-Catalyzed Cyclization of p-Methoxyphenylallyl Alcohols

The C18-C24 subunits (11, 12) of isolasalocid A (9) and lasalocid A (10) were synthesized stereoselectively via construction of the tetrahydrofuran and tetrahydropyran rings by acid-catalyzed cyclization of the corresponding p-methoxyphenylallyl alcohols (18, 25). Key words: polyether antibiotic; total synthesis; stereoselective synthesis; tetrahydrofuran; tetrahydropyran; acid-catalyzed cyclization.

STEREOCONTROLLED SYNTHESES OF C18 - C24 FRAGMENTS OF ISOLASALOCID A AND LASALOCID A. AN APPLICATION OF THE ACID ASSISTED SYNTHESIS OF FUNCTIONALIZED TETRAHYDROFURANS AND TETRAHYDROPYRANS

The allyl alcohol (9) derived from D-glucose was easily cyclized by acid treatment and then converted to the C18 - C24 fragment (13) of isolasalocid A (5).Similarly, the allyl alcohol (15) derived from ethyl L-lactate was converted to the C18- C24 fragmen