53544-43-7

Upstream product

• 7103-09-5 4-but-1-enylmagnesium bromide 
• 120-92-3 cyclopentanone 
• 5162-44-7 1-bromo-4-butene 

Downstream Products

• 4551-51-3 cis-hydrindane 
• 175-93-9 spiro[4.4]nonane 
• 3296-50-2 trans-octahydro-1H-indene 
• 873-12-1 Spiro<4.4>non-1-en 
• 1620886-71-6 (Z)-2-(1-oxaspiro[4.4]nonan-2-ylmethyl)-3-chloro-3-phenylacrylamide 
• 119681-02-6 2-Allyl-1-oxa-spiro[2.4]heptane 
• 119681-01-5 1-(3'-butenyl)-1,2-epoxycyclopentane 
• 100238-92-4 2-Bromomethyl-1-oxa-spiro[4.4]nonane 

Relevant academic research and scientific papers

A Simple Iterative Approach to the Synthesis of cis-cisoid-cis-Tricyclo2,6>undecane Carbon Skeleton

In an iterative synthesis utilizing only four reagents, cyclopentanone has been converted into cis-cisoid-cis-tricyclo2,6>undecane carbon skeleton in high yield.

CREATINE PRODRUGS, COMPOSITIONS AND METHODS OF USE THEREOF

The present disclosure provides creatine prodrug analogs and their compositions useful for the treatment of creatine deficiencies.

Organocatalytic synthesis of polysubstituted tetrahydrofurans from alkenes

A novel, organocatalytic and environmentally friendly protocol for the synthesis of polysubstituted tetrahydrofurans from trivial starting materials has been described. By employing 2,2,2-trifluoroacetophenone-mediated oxidation, which utilizes H2O2 as a green oxidant, we introduce a sustainable procedure that embraces the principles of green chemistry for the production of substituted tetrahydrofurans in high to excellent yields and tolerates a wide range of substitution patterns.

Direct lactonization of alkenols via osmium tetroxide-mediated oxidative cleavage

(Matrix presented) A highly efficient, mild, and simple protocol is presented for the tandem OsO4-mediated oxidative cleavage/oxidative lactonization of alkenols to lactones. The protocol couples the OsO 4-catalyzed oxidative cleavage of olefins with Oxone as the co-oxidant with the direct oxidation of aldehydes in alcoholic solvents to their corresponding esters.

Synthesis of spiranic heterocycles by induced decomposition of unsaturated peroxides

Induced decomposition of unsaturated peroxides in a good hydrogen-donor solvent leads to the functionalization of the latter.If the peroxide contains a cycle on the carbon next to the O-O bond, the reaction gives spirans with an oxiran, an oxetan or a tetrahydrofuran ring in good or even excellent yields.Keywords: unsaturated peroxide / spiranic heterocycles / induced decomposition / homolytic intramolecular substitution / radical addition

A General Approach to the Synthesis of Butanolides: Synthesis of the Sex Pheromone of the Japanese Beetle

A variety of substituted γ-hydroxy olefins 1 have been converted to butanolides 4 in very high yield in a three-step sequence involving bromoetherification, elimination, and oxidative cleavage.The key step in the overall transformation is the highly selective oxidative cleavage of enol ethers 3 with PCC under very mild reaction conditions.Application of this methodology has been exemplified in the synthesis of the Japanese beetle pheromone.

Synthesis of Exogonic Acid and Related Compounds

Hydroxymercuration, cyclization, and reduction of appropriate hydroxy ketones or enones carrying a suitably located α,β-unsaturated ester function is an efficient route to exogonic acid (2-(carboxymethyl)-7-methyl-1,6-dioxaspirononane), a resin constituent of the Brazilian tree Ipomoea operculata (Martin), and related and spiroketal systems.Procedures incorporating stereocontrol at C-2 and C-7 of exogonic acid are also reported and involve sequential alkylation with epoxypropane and 1,2-epoxy-4-(tetrahydropyranyloxy)butane of anions (or dianions) derived from methyl acetoacetate or acetone dimethylhydrazone.