3769-94-6Relevant articles and documents
Rh-Catalyzed Coupling of Aldehydes with Allylboronates Enables Facile Access to Ketones
Zhang, Kezhuo,Huang, Jiaxin,Zhao, Wanxiang
supporting information, (2022/02/21)
We present herein a novel strategy for the preparation of ketones from aldehydes and allylic boronic esters. This reaction involves the allylation of aldehydes with allylic boronic esters and the Rh-catalyzed chain-walking of homoallylic alcohols. The key to this successful development is the protodeboronation of alkenyl borylether intermediate via a tetravalent borate anion species in the presence of KHF2 and MeOH. This approach features mild reaction conditions, broad substrate scope, and excellent functional group tolerance. Mechanistic studies also supported that the tandem allylation and chain-walking process were involved.
Process for preparing encapsulated metalloporphyrin catalyst and process for oxidation of alcohols
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Page/Page column 4, (2008/06/13)
The present invention relates to a polystyrene encapsulated catalyst containing metalloporphyrin of formula I: wherein R1, R2, and R3 are individually selected from the group consisting of alkyl, halo, nitro and amino groups and M is a metal atom selected from the group consisting of Fe, Co, Ni, Mn, Cu, Ru, Pt and Pd and to its use in oxidation of alcohols.
Solvolysis of caryophyllen-8β-yl derivatives: Biomimetic rearrangement- cyclization to 12-nor-8α-presilphiperfolan-9β-ol
Shankar, Sriram,Coates, Robert M.
, p. 9177 - 9182 (2007/10/03)
The solvolyses of caryophyllen-8β-yl p-nitrobenzoate (14-OpNB) and 15- norcaryophyllen-8β-yl tosylate (15-OTs) were investigated as potential model reactions for the biogenesis of the tricyclic presilphiperfolanol sesquiterpenes. Buffered solvolysis of 14-OpNB in 60% aqueous acetone at 125 °C afforded caryophyllene (3) as major product, accompanied by small amounts of caryophyllen-8β-ol (14-OH) and 5,8-cyclocaryophyllen-4α-ol (16). In contrast, 15-OTs underwent a stereospecific rearrangement-cyclization to 12- nor-8α-presilphiperfolan-9β-ol (17) upon solvolysis in 60% aqueous acetone at 75 °C. The structure and stereochemistry of this trans,cis,trans- tricyclo[6.2.1.05,11]-undecane derivative were established by NMR correlation spectroscopy and X-ray crystallography. Two different mechanisms (paths A and B) for the conversion of 15-OTs to 17 by initial 1,2-migration of either the external or internal cyclobutane ring bonds (C10 and C1) followed by π-σ cyclization onto the trans double bond are discussed.