154491-90-4

Upstream product

• 154491-89-1 (R)-3-(tert-butyl-diphenyl-silanyloxy)-butan-1-ol 
• 147963-63-1 ethyl (R)-3-(tert-butyldiphenylsilyloxy)butyrate 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 878627-90-8 5-[3-(tert-butyl-diphenyl-silanyloxy)-butyl]-5-methoxy-5H-furan-2-one 
• 878627-89-5 tert-butyl-(3-furan-2-yl-1-methyl-propoxy)-diphenyl-silane 
• 154491-91-5 (R)-methyl 7-((tert-butyldiphenylsilyl)oxy)-3-oxooctanoate 

Relevant academic research and scientific papers

The furan approach to oxacycles. Part 4: A synthesis of (+)-decarestrictine L

We describe an efficient new approach for the enantioselective synthesis of (+)-(2R,3S,6R)-decarestrictine L from commercially available starting material using our newly developed methodology based on the oxidation of a furan ring with singlet oxygen fol

Biomimetic synthesis of the pentacyclic nucleus of ptilomycin A

The methyl ester of the pentacyclic nucleus of ptilomycalin A (9) has been prepared by an efficient, convergent, biogenetic, 14-step route. The key steps involve the conversion of acyclic bis enone 39 to 9 in four steps. Michael addition of O-methylisourea to 39 afforded 52% of a mixture of isoureas 40 and 41, which were both converted to 72% of tricyclic aminals 42 and 43 by ammonolysis. Deprotection of the silyl ethers with HF and cyclization with Et3N in MeOH afforded 9 (~34% from 42) and the diastereomer 45 with an equatorial methyl ester group (~26% from 42).