680227-25-2

Upstream product

• 680227-33-2 Acetic acid (R)-6-benzyloxy-1-{2-[(2S,3aR,5S,6R,7aR)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-6-methyl-hexahydro-furo[3,2-b]pyran-5-yl]-ethyl}-5-triethylsilanyloxy-hex-2-ynyl ester 
• 680227-35-4 Acetic acid (Z)-(R)-6-benzyloxy-1-{2-[(2S,3aR,5R,6R,7aR)-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methyl-5-methylsulfanyl-hexahydro-furo[3,2-b]pyran-5-yl]-ethyl}-5-hydroxy-hex-2-enyl ester 
• 667421-84-3 (2E,5S)-6-tert-butyldiphenylsiloxy-5-triethylsiloxyhex-2-en-1-ol 
• 667421-81-0 methyl (2E)-3-{3-[(2S)-3-tert-butyldiphenylsiloxy-2-hydroxypropyl](2S,3R)oxiran-2-yl}prop-2-enoate 
• 680227-26-3 (1R,4R,6R,8S)-8-tert-butyldiphenylsiloxymethyl-4-methyl-2,7-dioxabicyclo[4.3.0]nonan-3-one 
• 680227-28-5 (1R,4S,6R,8S)-8-tert-butyldiphenylsiloxymethyl-4-methyl-2,7-dioxabicyclo[4.3.0]nonan-3-one 
• 667421-80-9 methyl (2E)-3-[(2R,3R,5S)-5-tert-butyldiphenylsiloxymethyl-3-hydroxyoxolan-2-yl]prop-2-enoate 
• 680227-27-4 (1R,6R,8S)-8-tert-butyldiphenylsiloxymethyl-2,7-dioxabicyclo[4.3.0]nonan-3-one 
• 680227-31-0 (1R)-(1-benzyloxymethyl-but-3-ynyloxy)-triethyl-silane 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 14618-80-5 (R)-benzyl glycidol 
• 667421-82-1 methyl (3S)-4-tert-butyldiphenylsiloxy-3-triethylsiloxybutanoate 
• 994-30-9 triethylsilyl chloride 
• 680227-37-6 (Z)-(R)-8-Benzyloxy-1-[(2S,3aR,5R,6R,7aR)-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methyl-5-methylsulfanyl-hexahydro-furo[3,2-b]pyran-5-yl]-7-triethylsilanyloxy-oct-4-en-3-ol 

Relevant academic research and scientific papers

Synthetic studies on azaspiracid, a novel shellfish poison: Attempts to construct the ABCD ring system

Synthesis of the ABCD ring system of azaspiracid (1) was attempted. Construction of the highly substituted tetrahydrofuran (9) via the Pd(0)-mediated cyclization, followed by spirocyclization afforded trispiro-ring (28), carrying an unnatural ring-junctions. The BCD ring system of I was successfully produced by using the bridge of a sulfur atom between the B and C ring to control the spiroacetal center of the C13 position. The stereostructures were unambiguously determined by the NOE experiments.