1027962-47-5

Upstream product

• 226546-02-7 ((E)-4-bromobut-2-enyloxy)-tert-butyldiphenylsilane 
• 92808-78-1 (E)-4-(tert-butyldiphenylsilyloxy)-2-buten-1-ol 
• 226545-90-0 (3R,8aS)-2,2,8a-Trimethyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-thione 

Downstream Products

• 226546-04-9 (R)-4-Allyl-4-[(S)-1-(tert-butyl-diphenyl-silanyloxymethyl)-allyl]-cyclohex-2-enone 
• 226546-05-0 (1S,5R)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-spiro[4.5]deca-2,6-dien-8-one 

Relevant academic research and scientific papers

An asymmetric route to novel chiral cyclohexenones with spiro-connected cyclopentenes. Further utility of chiral bicyclic thiolactams and the [3,3] thio-Claisen products

Sequential allylation of chiral, nonracemic thiolactam 8 affords clean thio-Claisen [3,3] products 11. The stereoselectivity of the rearrangement was found to be on the order of 10-11:1, with the exo-endo products responsible for the mixture. Addition of hydride or methyllithium-cerium chloride gave clean addition to the thiolactam in the form of its iminium salts 12. Hydrolysis gave 4,4-dialkylcyclohexenones 15, which were cyclized to the cyclopentene derivatives 16 using Grubbs' catalyst.