910228-56-7

Upstream product

• 1009089-93-3 tert-butyl((2R)-2-[(4R,5S)-5-ethyl-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]propyloxy)diphenylsilane 
• 910228-55-6 C₂₂H₃₈O₄Si 

Downstream Products

• 910228-57-8 C₁₆H₂₂O₄ 
• 1312543-60-4 C₁₉H₃₀O₄ 
• 1312543-61-5 C₂₅H₄₄O₄Si 
• 1312543-62-6 C₂₅H₄₆O₄Si 
• 1312543-63-7 C₂₆H₄₆O₃Si 
• 1312543-64-8 C₂₀H₃₂O₃ 
• 1312543-65-9 C₂₄H₃₆O₄ 
• 1312543-66-0 C₂₂H₃₄O₃ 
• 1312543-58-0 C₁₆H₂₃IO₃ 
• 1312543-67-1 C₂₂H₃₄O₄ 
• 1312543-68-2 C₂₂H₃₆O₄ 
• 1312543-69-3 C₃₄H₆₄O₄Si₂ 
• 1312543-70-6 (3S,4R,6R,7R,8R)-3-(tert-butyldimethylsilyloxy)-8-ethyl-7-(4-methoxybenzyloxy)-4,6-dimethyldec-9-en-1-ol 
• 1312543-57-9 C₂₈H₄₈O₄Si 

Relevant academic research and scientific papers

Total synthesis of (-)-bitungolide F and determination of its absolute stereochemistry

(Chemical Equation Presented) A highly convergent total synthesis of bitungolide F leading to the assignment of its absolute stereochemistry is described. The key steps include a Horner-Wadsworth-Emmons olefination to construct the C7-C8 bond, a Wittig reaction to introduce the conjugate E,E-olefinic moiety in the molecule, and finally a ring-closing metathesis reaction to construct the six-membered α,β-unsaturated δ-lactone of the molecule. Modified Evans's syn-aldol reaction, using Crimmins's protocol, was used to install the stereochemistries at the C4 and C5 centers. The stereochemistry at C9 was introduced by means of hydroxy-directed reduction of the C9 keto using Evans's protocol.

Biomimetic synthesis of marine sponge metabolite spiculoic acid A and establishment of the absolute configuration of the natural product

The synthesis of spiculoic acid A (1) using a biomimetic Diels-Alder reaction is described; comparison of the specific rotation of the natural and synthetic material revealed that the enantiomer of the natural product has been synthesized. The Royal Socie