77220-06-5

Upstream product

• 108-30-5 succinic acid anhydride 
• 75-77-4 chloro-trimethyl-silane 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 

Downstream Products

• 109531-50-2 2,3-Bis(ethoxyphenylmethyl)bernsteinsaeure-anhydrid 
• 63281-71-0 (3S,3aS,6R,6aS)-3,6-Bis-(3,4,5-trimethoxy-phenyl)-tetrahydro-furo[3,4-c]furan-1,4-dione 
• 69854-18-8 2,6-Bis(3,4,5-trimethoxyphenyl)-3,7-dioxabicyclo<3.3.0>octane-4,8-dione 
• 91278-68-1 (+/-)-2,6-diphenyl-3,7-dioxabicyclo[3.3.0]octane-4,8-dione 
• 77425-65-1 3,6-diphenyltetrahydrofuro[3,4-c]furan-1,4-dione 
• 77425-65-1 (3S,3aS,6S,6aS)-3,6-Diphenyl-tetrahydro-furo[3,4-c]furan-1,4-dione 
• 77425-66-2 (3S,3aS,6R,6aS)-3,6-Bis-(2,5-dimethoxy-phenyl)-tetrahydro-furo[3,4-c]furan-1,4-dione 
• 77425-66-2 (3S,3aS,6S,6aS)-3,6-Bis-(2,5-dimethoxy-phenyl)-tetrahydro-furo[3,4-c]furan-1,4-dione 
• 108-31-6 maleic anhydride 
• 45669-18-9 1,2-Dibromosuccinic anhydride 
• 896620-18-1 trans-1,2-bis(4-methoxyphenyl)-5-oxopyrrolidine-3-carboxylic acid 

Relevant academic research and scientific papers

Bisketene Equivalents as Diels-Alder Dienes

2,5-Bis(tert-butyldimethylsilyloxy)furans are established as vicinal bisketene equivalents for application as dienes in the Diels-Alder reaction. Cycloaddition with olefinic dienophiles, under exceptionally mild conditions, enables convergent access to highly substituted para-hydroquinones in unprotected form via a one-pot Diels-Alder/ring-opening/tautomerization sequence. The synthesis of para-benzoquinones from acetylenic dienophiles, including benzynes, is also demonstrated, and 2,5-bis(tert-butyldimethylsilyloxy)pyrroles are established as competent dienes for the synthesis of para-iminoquinones. Application in natural product synthesis enables gram-scale access to the neuroprotective agent (±)-indanostatin.

Reactions of Trialkylsilyl Trifluoromethanesulfonates, VIII. - Synthesis of O-(Trimethylsilyl)ketene O,N-Acetals, 2,5-Bis(trimethylsiloxy)pyrroles, -furans, and -thiophenes

Ketene O,N-acetals 3, 4, 6, 8 are obtained from N,N-diarylcarboxamides and N-acetylheterocycles 5, 7 by silylation with trimethylsilyl triflate (2) in the presence of triethylamine.Analogous reactions of carboxamides 9 and N-acyllactams 11 yield the keten

CHEMISTRY OF 2,5-BIS(TRIMETHYLSILOXY)FURANS. I: PREPARATION AND DIELS-ALDER REACTIONS

A number of substituted 2,5-bis(trimethylsiloxy)furans were prepared from the corresponding succinic anhydrides, and were found to be reactive dienes from the Diels-Alder reaction with electron-withdrawing dienophiles, giving p-quinones and hydroquinones.