56917-70-5

Upstream product

• 1694-31-1 tert-butyl acetoacetate 
• 58107-34-9 trimethylsilylpropenal 
• 113475-50-6 5-Oxo-3-(trimethylsilyl)-1,2-cyclohexandicarbonsaeure 

Downstream Products

• 56917-71-6 5-trimethylsilyl-2-cyclohexanone 
• 108-95-2 phenol 
• 154386-86-4 5-benzoyl-2-cyclohexenone 
• 70550-16-2 5-acetyl-2-cyclohexen-1-one 
• 244109-55-5 C₉H₁₆OSi 
• 116215-95-3 (S)-(+)-5-(trimethylsilyl)-2-cyclohexenone 
• 58753-28-9 3-benzoylcyclohexan-1-one 
• 117894-22-1 (3S,5R)-3-tert-Butyl-5-trimethylsilanyl-cyclohexanone 
• 122044-77-3 (3S,5R)-3-Hexyl-5-trimethylsilanyl-cyclohexanone 
• 121960-42-7 (3R,5R)-3-Methyl-5-trimethylsilanyl-1-trimethylsilanyloxy-cyclohexene 
• 117894-21-0 (3R,5R)-3-phenyl-5-trimethylsilylcyclohexanone 
• 122044-84-2 (3R,5R)-3-tert-Butyl-5-trimethylsilanyl-1-trimethylsilanyloxy-cyclohexene 
• 122044-76-2 (3S,5R)-3-Phenethyl-5-trimethylsilanyl-cyclohexanone 
• 122044-85-3 (3R,5R)-3-Hexyl-5-trimethylsilanyl-1-trimethylsilanyloxy-cyclohexene 

Relevant academic research and scientific papers

Organocatalytic asymmetric synthesis of 5-(trialkylsilyl)cyclohex-2-enones and the transformation into useful building blocks

(Chemical Equation Presented) A simple organocatalytic approach to highly attractive chiral building blocks is presented. By the reaction of β-ketoesters with αβ-unsaturated aldehydes using a chiral IMS-protected prolinol as the catalyst, optically active 5-(trialkylsilyl) cyclohex-2-enones are formed in good yields and with 98-99% ee. The applications of 5-(trialkylsilyl)cyclohex-2-enones for the formation of 5-(hydroxy)cyclohex- 2-enones and the A-ring of 19-nor-1α,25-dihydroxyvitamin D3 are also presented.

Cyclic Olefins by Anodic Oxidation of β-(Trimethylsilyl)carboxylic Acids. - β-(Trimethylsilyl)acrylic Acid Derivatives as Acetylene Equivalents in Diels-Alder Reactions

Trimethylsilyl-substituted dienophiles 1, 2, and 4 react with dienes 6-14 in 66-100percent yields to give β-trimethylsilyl-substituted carboxylic acids 15-25, some of which are hydrogenated to 26-31.These are decarboxylated-desilylated to cyclic olefins 35-47 by Non-Kolbe electrolysis in 45-91percent yields.The dienophiles 1, 2, and 4 are thus suitable acetylene equivalents for Diels-Alder reactions.