1373432-46-2

Upstream product

• 1373432-37-1 (2R,3S)-1-((R)-4-benzyl-2-thioxothiazolidin-3-yl)-2-methyl-3-(triisopropylsilyloxy)butan-1-one 
• 1373432-45-1 (S)-1-((S)-4-mesityl-2-thioxothiazolidin-3-yl)-3-(triethylsilyloxy)hex-5-en-1-one 
• 1373432-30-4 (S)-3-hydroxy-1-((S)-4-mesityl-2-thioxothiazolidin-3-yl)hex-5-en-1-one 
• 1373432-16-6 (S)-3-(triethylsilyloxy)hex-5-enal 
• 1373432-27-9 (3R,7S,8R,10S,11S,E)-3-(tert-butyldimethylsilyloxy)-8-(4-methoxybenzyloxy)-3,7,10-trimethyl-11-(triisopropylsilyloxy)dodec-4-en-2-one 
• 1373432-44-0 (3R,7S,8R,10S,11S,E)-3-hydroxy-8-(4-methoxybenzyloxy)-3,7,10-trimethyl-11-(triisopropylsilyloxy)dodec-4-en-2-one 
• 1373432-26-8 (2S,3R,7S,8R,10S,11S,E)-8-(4-methoxybenzyloxy)-3,7,10-trimethyl-11-(triisopropylsilyloxy)dodec-4-ene-2,3-diol 
• 1373432-43-9 (2S,3R,7S,8R,10S,11S,E)-2-(benzyloxy)-8-(4-methoxybenzyloxy)-3,7,10-trimethyl-11-(triisopropylsilyloxy)dodec-4-en-3-ol 
• 1373432-25-7 (2S,7S,8R,10S,11S,E)-2-(benzyloxy)-8-(4-methoxybenzyloxy)-7,10-dimethyl-11-(triisopropylsilyloxy)dodec-4-en-3-one 
• 1373432-18-8 (2R,3S)-1-((R)-4-benzyl-2-thioxothiazolidin-3-yl)-3-hydroxy-2-methylbutan-1-one 
• 1373432-14-4 triisopropyl((2S,3S,5R,6S)-5-(4-methoxybenzyloxy)-3,6-dimethylnon-8-en-2-yloxy)silane 
• 1373432-42-8 (2R,3R,5S,6S)-2-allyl-3-(4-methoxybenzyloxy)-5-methyl-6-(triisopropylsilyloxy)heptyl methanesulfonate 
• 1373432-24-6 (2R,3R,5S,6S)-2-allyl-3-(4-methoxybenzyloxy)-5-methyl-6-(triisopropylsilyloxy)heptan-1-ol 
• 1373432-40-6 (2R,3R,5S,6S)-2-allyl-5-methyl-6-(triisopropylsilyloxy)heptane-1,3-diol 

Downstream Products

• 1373432-47-3 (2S,6S)-6-allyl-2-((5R,9S,10R,12S,13S,E)-15,15-diisopropyl-10-(4-methoxybenzyloxy)-2,2,3,3,5,9,12,13,16-nonamethyl-4,14-dioxa-3,15-disilaheptadec-6-en-5-yl)-2-methoxytetrahydro-2H-pyran-4-ol 
• 1373432-32-6 (2S,6S)-6-allyl-2-((5R,9S,10R,12S,13S,E)-15,15-diisopropyl-10-(4-methoxybenzyloxy)-2,2,3,3,5,9,12,13,16-nonamethyl-4,14-dioxa-3,15-disilaheptadec-6-en-5-yl)-2-methoxydihydro-2H-pyran-4(3H)-one 
• 1373432-48-4 (5R,9S,10R,12S,13S,E)-5-((2S,6S)-6-allyl-2-methoxy-4-methylenetetrahydro-2H-pyran-2-yl)-15,15-diisopropyl-10-(4-methoxybenzyloxy)-2,2,3,3,5,9,12,13,16-nonamethyl-4,14-dioxa-3,15-disilaheptadec-6-ene 

Relevant academic research and scientific papers

Enantioselective synthesis of the C1-C6 and C7-C23 fragments of the proposed structure of iriomoteolide 1a

Synthesis of the C1-C6 and C7-C23 fragments of the proposed structure of iriomoteolide 1a has been accomplished. Key steps include a cross metathesis to form the C15-C16 E olefin and a chelation controlled Grignard addition to form the tertiary alcohol at C14. Notably, 7 of the 9 stereocenters of the proposed structure have been set using various aldol reactions employing metallo enolates of thiazolidinethiones.