163811-58-3

Upstream product

• 13154-24-0 triisopropylsilyl chloride 
• 932-66-1 1-cyclohexenyl methyl ketone 
• 80522-42-5 triisopropylsilyl trifluoromethanesulfonate 

Relevant academic research and scientific papers

Rhenium(I)-Catalyzed Generation of α,β-Unsaturated Carbene Complex Intermediates from Propargyl Ethers for the Preparation of Cycloheptadiene Derivatives

The rhenium(I)-catalyzed generation of α,β-unsaturated carbene complex intermediates from easily available propargyl ethers was achieved for the concise construction of cycloheptadiene derivatives through the formal [4+3] cycloaddition reaction with silox

Reversal of the regiochemistry in the rhodium-catalyzed [4+3] cycloaddition between vinyldiazoacetates and dienes

A regio-, diastereo-, and enantioselective [4+3] cycloaddition between vinylcarbenes and dienes has been achieved using the dirhodium tetracarboxylate catalyst [Rh2(SBTPCP)4]. This methodology provides facile access to 1,4-cycloheptadienes that are regioisomers of those formed from the tandem cyclopropanation/Cope rearrangement reaction of vinylcarbenes with dienes.

A new approach to the Nazarov reaction via sequential electrocyclic ring opening and ring closure

Regioselective dichlorocyclopropanation of 2-silyloxydienes furnishes vinylcyclopropanol silyl ethers in good yield. Treatment with silver(I) at room temperature effects disrotatory electrocyclic opening to a 2-chloro-3-silyloxypentadienyl cation, which then undergoes conrotatory (Nazarov) electrocyclization to provide chlorocyclopentenones. This two-step sequence offers a convenient and mild alternative to the standard Nazarov cyclization protocol via a formal 4+1 construction and furnishes products containing useful halogen functionality. In one case possessing a pendant phenyl group, interrupted Nazarov reaction to give a benzohydrindenone was observed. Copyright

Asymmetric diels - Alder reactions with chiral acetylenic carbene complexes as dienophiles

A new synthetic method is developed for the asymmetric Diels-Alder reactions of acetylenic dienophiles. Acetylenic Fischer carbene complexes with chiral pyrrolidines as the heteroatom stabilizing substituent were anticipated to block three of the four possible approaches of a diene and lead to selective asymmetric cycloadditions. A series of complexes of the type (CO)5MC((C4H7N)CR7OMe)C≡CH (M=Cr, W; R=H, Me, Ph) were prepared by aminolysis of the corresponding methoxy complexes that have the terminal acetylene protected as a silane. Michael addition is completely suppressed if the alkyne is protected as a triisopropylsilyl group and after aminolylsis by 1,2-addition of a pyrrolidine the terminal alkynyl carbene complexes can be obtained predominately as E-isomers upon protodesilylation. The cycloadditions of the E-isomers (but not Z-isomers) of these complexes occur with significant asymmetric induction with 2-triisopropylsiloxy-1,3- pentadiene (66-73% de) but not with cyclopentadiene and α- triisopropylsiloxyvinyl cyclohexene. A model is presented to account for the observed stereoselectivities. (C) 2000 Published by Elsevier Science Ltd.

Diastereoselektive sequentielle Umsetzung von Benzothiopyrylium-Salzen zu anellierten Benzothiopyranonen

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