408357-91-5

Upstream product

• 130583-95-8 (4R,6R)-4-[(tert-butyldimethylsilyl)oxy]-2,2,6-trimethylcyclohexan-1-one 
• 408357-89-1 2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]ethanol 
• 408357-90-4 3-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]propanenitrile 
• 408357-88-0 (1S,4R,6R)-4-tert-butyldimethylsilyloxy-1-ethynyl-2,2,6-trimethylcyclohexanol 
• 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 
• 151-50-8 potassium cyanide 
• 245504-00-1 [(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]acetaldehyde 

Downstream Products

• 245504-01-2 3-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]propyl acetate 

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 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.