161807-13-2

Upstream product

• 160456-56-4 (E)-5-hydroxy-3-methyl-3-penten-2-one 
• 99440-45-6 4-hydroxy-2-methyl-3-oxo-2-(3-oxopentyl)butanoic acid γ-lactone 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 139312-00-8 (1R,4S)-2-((3R,4S)-2,4-dimethyl-1-triisopropylsiloxy-3-triisopropylsiloxymethyl-cyclohexene-4-carbonyl)-4,7,7-trimethyl-2-azabicyclo[2.2.1]heptan-3-one 
• 139278-50-5 (E)-3-methyl-2,5-bis(triisopropylsiloxy)-1,3-pentadiene 
• 88159-03-9 5-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)pent-2-yn-1-ol 
• 88158-68-3 4-(tert-butyldiphenylsilyloxy)-1-butyne 
• 6153-06-6 (E)-3-methylpent-2-en-4-yn-1-ol 
• 1352125-84-8 (1S,5R,6S)-1,5-dimethyl-5⁽⁶⁾-epoxy-4,9-dioxo-8-oxabicyclo[4.3.0]nonane 
• 1352125-83-7 C₁₀H₁₄O₄ 
• 1352125-82-6 C₁₀H₁₄O₃ 
• 1352125-79-1 (1R,4S)-2-((3R,4S)-2,4-dimethyl-3-triisopropylsiloxymethylcyclohex-2-en-1-one-4-carbonyl)-4,7,7-trimethyl-2-azabicyclo[2.2.1]heptan-3-one 
• 127665-77-4 (E)-5-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)pent-2-en-1-ol 
• 161807-11-0 5-(tert-butyldiphenylsiloxy)-1-trifluoromethanesulfonyloxy-2-pentene 

Relevant academic research and scientific papers

Enhancement of diastereoselectivity in the Claisen rearrangement induced by remote stereocenters via use of sterically demanding Lewis acid catalysts

Several cases of significant enhancement in the diastereoselectivity of acyclic Claisen rearrangement of cyclohexenyl allyl ethers governed principally by remote asymmetric center(s) have been observed when Lewis acid catalysts are employed rather than th

Studies culminating in the total synthesis and determination of the absolute configuration of (-)-saudin

A full account of studies that culminated in the total synthesis of both antipodes and the assignment of its absolute configuration of Saudin, a hypoglycemic natural product. Two approaches are described, the first proceeding though bicyclic lactone intermediates and related second monocyclic esters. The former was obtained via asymmetric Diels-Alder cycloaddition and the latter by an asymmetric annulation protocol. Both approaches employ a Lewis acid promoted Claisen rearrangement, with the successful approach taking advantage of bidentate chelation to control the facial selectivity of the key Claisen rearrangement.