19770-37-7

Upstream product

• 1004-58-6 1,4-dioxa-spiro[4.5]dec-6-ene 
• 110-83-8 cyclohexene 

Downstream Products

• 765-87-7 cyclohexane-1,2-dione 
• 504-02-9 1,3-cylohexanedione 
• 4969-01-1 1,4-dioxaspiro[4.5]decan-7-one 
• 143208-81-5 trans-N-benzyl-5-benzenesulfonyl-7-n-butyl-8-benzyloxy-1-azaspiro<5.5>undecan-2-one 
• 143208-81-5 trans-N-benzyl-5-benzenesulfonyl-7-n-butyl-8-benzyloxy-1-azaspiro<5.5>undecan-2-one 
• 143208-83-7 trans-N-benzyl-5-benzenesulfonyl-7-n-butyl-8-benzyloxy-1-azaspiro<5.5>undecane 
• 143208-85-9 N-Benzyl-4-[(2R,3R)-3-benzyloxy-2-butyl-cyclohex-(E)-ylidene]-butyramide 
• 143208-82-6 (7S,8S)-1-Benzyl-8-benzyloxy-7-butyl-1-aza-spiro[5.5]undecan-2-one 
• 143208-80-4 Benzyl-[(2R,3R)-3-benzyloxy-2-butyl-cyclohex-(Z)-ylidene]-amine 
• 143208-78-0 trans-1,4-dioxa-6-n-butyl-7-benzyloxyspiro<4.5>decane 
• 143208-79-1 trans-2-n-butyl-3-benzyloxycyclohexanone 
• 4746-96-7 1,4-dioxaspiro[4.5]decan-6-one 
• 73223-83-3 1,4-dioxaspiro[4,5]decan-9-ol 
• 20207-53-8 Dihydropyrogallol-1-(2-hydroxy-ethyl)-ether 

Relevant academic research and scientific papers

Designing new chiral ketone catalysts. Asymmetric epoxidation of cis-olefins and terminal olefins

This paper describes a new class of chiral oxazolidinone ketone catalyst for asymmetric epoxidation. High ee values have been obtained for a number of cyclic and acyclic cis-olefins. The epoxidation was stereospecific with no isomerization observed in the epoxidation of acyclic systems. Encouragingly high ee values have also been obtained for a number of terminal olefins. Mechanistic studies show that electronic interactions play an important role in stereodifferentiation.

Epoxidation of olefins with peracid at low temperature with copper catalysis

Treatment of a wide range of olefins with m-chloroperbenzoic acid (MCPBA) at low temperature in the presence of copper(I) and (II) catalysts in methylene chloride provides epoxides in good to excellent yields. (C) 2000 Elsevier Science Ltd.

Immobilisation of ketone catalyst: A method to prevent ketone catalyst from decomposing during dioxirane-mediated epoxidation of alkenes

Covalent attachment of trifluoromethyl ketone catalyst to a solid support such as silica gel increased the stability of catalyst dramatically, so solving an intrinsic problem of dioxirane-mediated epoxidation of alkenes catalysed by ketones.

Chiral acetals in organic synthesis: Regioselective synthesis of 2-and 3-hydroxy acetals from 2,3-olefinic acetals. Reinvestigation and further applications

Achiral as well as chiral 2,3-olefinic acetals are converted into 2- and 3- hydroxy acetals via LAH reduction of the corresponding epoxides and via bromohydrins followed by TBTH reductions respectively. Synthesis of 1,3-diones is described. Compounds from chiral systems are further utilized for asymmetric synthesis.

Addition of 2-(chloromagnesiomethyl)-2-alkenyl ethers to epoxides followed by Pd(0)-catalyzed cyclization: A one-pot synthesis of 3-methylenetetrahydropyrans

Addition of 2-(chloromagnesiomethyl)-2-propenyl ethers 1a and 1b to epoxides 3 affords ring opening products 6 or 7 which are converted by Pd(0) to 3-methylenetetrahydropyrans 9. Cyclization of the addition products is best effected by a catalyst system generated in situ from Pd(OAc)2 and (i-PrO)3P.

A ROUTE TO 1-AZASPIRANS RELATED TO PERHYDROHISTRIONICOTOXIN

Described herein is a brief synthetic approach to 1-azaspirans.The key transformations in the sequence, starting from 2-cyclohexenone, employ a chelation-assisted regiochemical ring opening of an epoxide and the Lewis acid promoted, bishomoenolate dianion

REGIOSELECTIVE REDUCTIONS OF 2,3-EPOXY ACETALS WITH ZINC-CHLOROTRIMETHYLSILANE AND LITHIUM ALUMINIUM HYDRIDE: CONVENIENT SYNTHESIS OF 1,2 AND 1,3-DIONES

A variety of 2,3-epoxy acetals have been found to undergo regioselective reductions with zinc-chlorotrimethylsilane and lithium aluminium hydride to give 2-hydroxy and 3-hydroxy acetals respectively.Their oxidation followed by hydrolysis furnished the corresponding 1,2- and 1,3-diones in good yields.