134792-72-6

Upstream product

• 41323-59-5 5-Hydroxyhept-6-ene-1,5-diol 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 110-87-2 3,4-dihydro-2H-pyran 
• 1826-67-1 vinyl magnesium bromide 
• 121671-76-9 5-(tert-butyldiphenylsilyloxy)pentan-1-ol 
• 111-29-5 1 ,5-pentanediol 
• 131216-47-2 5-(tert-butyldiphenylsilyloxy)pentanal 

Downstream Products

• 134792-75-9 (5-Benzyloxy-hept-6-enyloxy)-tert-butyl-diphenyl-silane 
• 134792-74-8 2,4,6-Trimethyl-benzoic acid 5-(tert-butyl-diphenyl-silanyloxy)-1-vinyl-pentyl ester 
• 134792-78-2 5-Benzyloxy-hept-6-en-1-ol 
• 134792-77-1 2,4,6-Trimethyl-benzoic acid 5-hydroxy-1-vinyl-pentyl ester 
• 330157-44-3 C₄₉H₇₀O₄Si₃ 

Relevant academic research and scientific papers

Enantioselective Aza-Heck Cyclizations of N-(Tosyloxy)carbamates: Synthesis of Pyrrolidines and Piperidines

Pd(0)-systems modified with SPINOL-derived phosphoramidate ligands promote highly enantioselective aza-Heck cyclizations of alkenyl N-(tosyloxy)carbamates. The method provides versatile access to challenging N-heterocycles and represents the broadest scope enantioselective aza-Heck protocol developed to date.

Stereospecific Alkene Aziridination Using a Bifunctional Amino-Reagent: An Aza-Prilezhaev Reaction

In situ deprotection (TFA) of O-Ts activated N-Boc hydroxylamines triggers intramolecular aziridination of N-tethered alkenes to provide complex N-heterocyclic ring systems. Synthetic and computational studies corroborate a diastereospecific aza-Prilezhaev-type mechanism. The feasibility of related intermolecular alkene aziridinations is also demonstrated.

Iridium-Catalyzed Aerobic α,β-Dehydrogenation of γ,δ-Unsaturated Amides and Acids: Activation of Both α- And β-C-H bonds through an Allyl-Iridium Intermediate

Direct aerobic α,β-dehydrogenation of γ, δ-unsaturated amides and acids using a simple iridium/copper relay catalysis system is described. We developed a new strategy that overcomes the challenging issue associated with the low α-acidity of amides and acids. Instead of α-C-H metalation, this reaction proceeds by β-C-H activation, which results in enhanced α-acidity. Conjugated dienamides and dienoic acids were synthesized in excellent yield with this reaction, which uses a simple reaction protocol. Mechanistic experiments suggest a catalyst resting state mechanism in which both α-C-H and β-C-H cleavage is accelerated.

Highly regioselective homoallyl alcohol protection through ring opening of p-methoxybenzylidene acetal

A highly regioselective homoallylic alcohol protection was achieved in the reductive cleavage of anisylidene acetal with DIBAL-H during the selective protection of hydroxyl group in terminal unsaturated diols which was unlikely compare to the diols present adjacent to internal and cyclic double bond. Reductive cleavage of terminal olefenic diols protected as its acetals gave exclusively allyl alcohol product in good to excellent yield. Though the actual reason of such observation is not quite clear, the current reductive protocol can be applied as an efficient solution for indirect protection of less reactive hydroxy group in preference to that of more reactive allylic one as PMB-mono ether.

Substituent control in the synthesis of tetrahydropyrans, oxepanes and oxocanes by episulphonium ion-mediated cyclisation

Cyclisation of the heptenols (1), (6a), (6b), and (6c) to cyclic ethers via episulphonium ions has been studied and the effect of allylic substituents on the size of ring produced has been explored.