408357-89-1

Upstream product

• 130583-95-8 (4R,6R)-4-[(tert-butyldimethylsilyl)oxy]-2,2,6-trimethylcyclohexan-1-one 
• 322474-86-2 1,1-dimethylethyl{[(1R)-4-ethynyl-3,5,5-trimethylcyclohex-3-entl]oxy}dimethylsilane 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 20548-02-1 (4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexan-1-one 
• 408357-88-0 (1S,4R,6R)-4-tert-butyldimethylsilyloxy-1-ethynyl-2,2,6-trimethylcyclohexanol 
• 245504-00-1 [(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]acetaldehyde 

Downstream Products

• 314774-15-7 2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6,-trimethylcyclohex-1-enyl]ethyl acetate 
• 50906-61-1 all-E mytiloxanthin 
• 408357-90-4 3-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]propanenitrile 
• 245504-01-2 3-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]propyl acetate 
• 408357-91-5 3-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]propan-1-ol 
• 473670-94-9 6-(tert-butyl-dimethyl-silanyloxy)-1-[4-(tert-butyl-dimethyl-silanyloxy)-1,2,2-trimethyl-cyclopentyl]-1-(4-methoxy-benzyloxymethoxy)-4-methyl-hex-4-en-3-ol 
• 314774-18-0 (4E)-6-tert-butyldimethylsilyloxy-1-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-1-{[(4-methoxyphenyl)methoxy]methoxy}-4-methylhex-4-en-3-one 
• 314774-16-8 3-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-3-{[(4-methoxyphenyl)methoxy]methoxy}propyl acetate 
• 473670-89-2 3-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-3-{[(4-methoxyphenyl)methoxy]methoxy}propan-1-ol 
• 314774-17-9 3-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-3-{[(4-methoxyphenyl)methoxy]methoxy}propanal 

Relevant academic research and scientific papers

Carotenoids and related polyenes. Part 7. Total synthesis of crassostreaxanthin B applying the stereoselective rearrangement of tetrasubstituted epoxides

(3R,3′S)- and (3R,3′R)-Crassostreaxanthin B isomers are synthesized by application of the stereoselective rearrangement of tetrasubstituted epoxides 5a,b. As a result, the absolute configuration at C-3′ of 1 is determined to be S.

First total synthesis of mytiloxanthin

The first total synthesis of mytiloxanthin 2 was accomplished via the cyclopentyl ketone 7 prepared by stereoselective rearrangement of the epoxide 4a.

First total synthesis of crassostreaxanthin B

The first total synthesis of crassostreaxanthin B 1 was accomplished via the tetrasubstituted olefinic compound 5, prepared by stereoselective rearrangement of epoxides 3a,b using a Lewis acid.