66057-14-5

Upstream product

• 10416-59-8 N,O-bis-(trimethylsilyl)-acetamide 
• 7429-44-9 2-methoxycyclohexanone 
• 61580-73-2 t-2-methoxy-2-trimethylsilylcyclohexan-r-1-ol 
• 17874-17-8 cyclohex-1-enyl-trimethyl-silane 
• 60484-85-7 1-trimethylsilyl-7-oxabicyclo<4.1.0>heptane 
• 75-77-4 chloro-trimethyl-silane 
• 155320-76-6 (2S)-2-methoxycyclohexanone 
• 4071-88-9 trimethylsilanyl-acetic acid ethyl ester 

Relevant academic research and scientific papers

Diastereoselective synthesis of a key intermediate for the preparation of tricyclic β-lactam antibiotics

Asymmetric synthesis of (S)-5 has been accomplished with an excellent enantiomeric excess by hydrogenation of racemic 5 using ruthenium-BINAP- diamine-KOH system, followed by oxidation. Magnesium enolate of (2S)-2- methoxycyclohexanone [(S)-5] reacts with

Preparation of silyl enol ethers using (bistrimethylsilyl)acetamide in ionic liquids

(matrix presented) Ionic liquids have been used for the preparation of silyl enol ethers from aldehydes and ketones with (bistrimethylsilyl)acetamide (BSA) in good yields.

Synthesis of esters of the potent anti-bacterial trinems and analogues

Coupling the silyl enol ether 5 and the β-lactam 9 (R = Me3Si) affords the ketones 13a-d. Compounds 13a, 13c and 13d are converted into the tricyclic lactams 16-20, 23-25. (Chemoenzymatic synthesis of optically pure silyl enol ether 5 gave access to homochiral lactams 23-25.) In addition the ketoazetidinones 13 are protected as the 1,3-oxazanes 30. A hydroxyethyl moiety is introduced into these oxazanes at C-11 with the desired stereochemistry using the Bouffard methodology, to afford the alcohols 32. Formation of the corresponding nitrobenzyl carbonate, deprotection and oxidation furnishes the ketones 35a and 35b, which are subsequently converted into the trinems 41a and 41b, respectively.

Reaction des vinylogues d'hemiacetals avec les ethers d'enols β-heterosubstitues : nouvelle synthese et cyclisation de composes δ-dicarbonyles α-heterosubstitues

Reaction of hemiacetal vinylogs 1 in the presence of boron trifluoride etherate with silyl enol ethers 2 or 3 prepared from α-heterosubstituted ketones 7 or 9 yields α-halo δ-dicarbonyl compounds 4 (X = Cl, Br) or α-methoxy δ-dicarbonyl compounds 5.When s

Some Epoxide Ring-opening Reactions of αβ-Epoxysilanes

Epoxide ring-opening of 1,2-epoxy-1-trimethylsilylcyclohexane (3) has given a range of the 2-substituted 2-trimethylsilylcyclohexanols (4; X = H, OH, OMe, OCH2CH=CH2, Br, I, SCN) in which attack by nucleophile has occured at the carbon α to silicon.The products (4) have been transformed into a number of functionalised silanes, including the silyl-episulphide (9).Other epoxides which have been less extensively studied are the conformationally biased epoxysilanes (10) and (11), the eight-membered ring epoxysilanes (17) and (21) and the two stereoisomeric 2,3-epoxy-3-trimethylsilylpentanes (26) and (29).Epoxide ring-opening adducts were obtained after treatment with H+-MeOH in all cases except for compound (17), where the bicyclic alcohol (18) was formed by a transannular reaction.