260369-33-3

Upstream product

• 61550-02-5 (furan-2-yloxy)-trimethylsilane 
• 154878-81-6 (3S,4S)-(+)-3,4-bis<(tert-butyldiphenylsilyl)oxy>-3,4-dihydro-2H-pyrrole 1-oxide 

Downstream Products

• 260369-34-4 [4S(4α,5β,5aβ,5bα,8aα)]-hexahydro-4,5-di(t-butyldiphenylsilyloxy)-pyrrolo[1,2-b]furo[2,3-d]isoxazol-7(3H)one 
• 260369-35-5 (3aR,3bS,4S,5S,7aR)-4,5-Bis-(tert-butyl-diphenyl-silanyloxy)-octahydro-3,7-dioxa-6a-aza-cyclopenta[a]pentalen-2-ol 

Relevant academic research and scientific papers

Trimethylsilyltriflate-promoted addition of 2-trimethylsilyloxyfuran to a chiral cyclic nitrone; a short synthesis of [1S(1α,2β,7β,8α,8aα)]-1,2- di(t-butyldiphenylsilyloxy)-indolizidine-7,8-diol

The trimethylsilyl triflate promoted addition of 2- trimethylsilyloxyfuran to (3S,4S)-3,4-dihydro-3,4-di(t- butyldiphenylsilyloxy)2H-pyrrole 1-oxide, derived from (R,R)-tartaric acid, displays complete facial selectivity, affording two diastereomeric butenolides in excellent overall yield. The major adduct undergoes silica-gel induced ring-closure to give in almost quantitative yield [4S(4α,5β,5aβ,5bα,8aα)]-hexahydro-4,5-di(t-butyldiphenylsilyloxy)- pyrrolo [1,2-b]furo[2,3d] isoxazol-7(3H)one; reduction with DIBAH followed by hydrogenolysis on Pd(OH)2/C affords the partially protected 1,2,7,8- indolizidinetetrol.