631900-17-9

Upstream product

• 631900-13-5 (1R,2S,4S,6S)-1-allyl-1-(2-methoxyethoxymethoxy)-2-(tert-butyldimethylsilyloxy)-4-(tert-butyldiphenylsilyloxy)-6-trimethylsilyloxycyclohexane 
• 675-10-5 4-hydroxy-6-methyl-2-pyron 
• 631900-21-5 2-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-6-trimethylsilanyloxy-cyclohexanone 
• 631900-14-6 (2S,3S,5R)-2-allyl-3-(tert-butyldimethylsilyloxy)-5-(tert-butyldiphenylsilyloxy)-2-(2-methoxyethoxymethoxy)cyclohexanone 
• 631900-24-8 (1S,2R,3S,5S)-2-allyl-3-(tert-butyldimethylsilanyloxy)-5-(tert-butyldiphenylsilyloxy)-2-(2-methoxyethoxymethoxy)cyclohexanol 

Downstream Products

• 631900-19-1 6-{(1R,3S,4S,6S,8R)-[4-(tert-butyldimethylsilyloxy)-3-hydroxy-1-phenyl-9,10-dioxatricyclo[4.3.1.0][3.8]dec-8-yl]methyl}-4-methoxy-2H-pyran-2-one 
• 631900-29-3 4-methoxy-6-([(1R,2S,3S,5S)-2-allyl-3-(tert-butyldimethylsilyloxy)-1,5-dihydroxy-2-(2-methoxyethoxymethoxy)cyclohexyl]methyl)-2H-pyran-2-one 
• 631900-31-7 6-[(1R,5S,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-8-(2-hydroxy-2-phenyl-ethyl)-8-(2-methoxy-ethoxymethoxy)-3,3-dimethyl-2,4-dioxa-bicyclo[3.3.1]non-1-ylmethyl]-4-methoxy-pyran-2-one 
• 631900-11-3 2-{(1S,2R,4S,6S)-6-(tert-butyldimethylsilyloxy)-2,4-(dimethyl)methylendioxy-1-(2-methoxyethoxymethoxy)-2-[(4-methoxy-6-oxopyran-2-yl)methyl]cyclohexyl}-1-phenylethanone 
• 631900-28-2 4-methoxy-6-([(1S,2S,3S)-2-allyl-3-(tert-butyldimethylsilyloxy)-1-hydroxy-2-(2-methoxyethoxymethoxy)-5-oxocyclohexyl]methyl)-2H-pyran-2-one 

Relevant academic research and scientific papers

Diastereoselective reactions at enantiomerically pure, sterically congested cyclohexanes as an entry to wailupemycins A and B: Total synthesis of (+)-wailupemycin B

Wailupemycin A (1) and B (2) are polyketide natural products with a highly substituted cyclohexanone core. Three different routes for the syntheses of these compounds were pursued, which commenced from either (R)-(-)-carvone (ent-5) or (S)-(+)-carvone (5)

Total synthesis of (+)-wailupemycin B

A high functional-group density necessitated the careful choice of protection/deprotection strategy for the successful stereoselective total synthesis of the marine polyketide (+)-wailupemycin B (1) from (S)-carvone in 6% overall yield. Key to the success