109065-85-2

Upstream product

• 109066-06-0 3-benzyloxy-5-(methoxymethoxy)-1-pentene 
• 19493-09-5 Methylenetriphenylphosphorane 
• 195534-68-0 5-{[tert-butyl(dimethyl)silyl]oxy}pent-1-en-3-ol 
• 121925-65-3 α-Benzyloxy-γ-butyrolactone 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 501665-81-2 5-(methoxymethoxy)pent-1-en-3-ol 

Downstream Products

• 109066-02-6 (2S,3S)-3-Benzyloxy-2-phenylselanylmethyl-tetrahydro-furan 
• 109066-03-7 (2R,3S)-3-Benzyloxy-2-phenylselanylmethyl-tetrahydro-furan 
• 813433-32-8 but-3-enoic acid 3-(benzyloxy)pent-4-enyl ester 
• 813433-35-1 acetic acid 6-(benzyloxy)oxocan-2-yl ester 
• 813433-33-9 acetic acid 1-(3-benzyloxypent-4-enyloxy)but-3-enyl ester 
• 184089-67-6 3-(benzyloxy)-4-pentenylpropanedioic acid dimethyl ester 
• 109065-92-1 (2R,3S)-3-Benzyloxy-2-iodomethyl-tetrahydro-furan 

Relevant academic research and scientific papers

A Boron Alkylidene–Alkene Cycloaddition Reaction: Application to the Synthesis of Aphanamal

We describe an unusual net [2+2] cycloaddition reaction between boron alkylidenes and unactivated alkenes. This reaction provides a new method for the construction of carbocyclic ring systems bearing versatile organoboronic esters. Aside from surveying the scope of this reaction, we provide details about the mechanistic underpinnings of this process, and examine its application to the synthesis of the natural product aphanamal.

Using nucleophilic substitution reactions to understand how a remote alkyl or alkoxy substituent influences the conformation of eight-membered ring oxocarbenium ions

(Chemical Equation Presented) A remote alkoxy substituent strongly stabilizes one particular conformer of an eight-membered ring oxocarbenium ion by a through-space electrostatic effect. X-ray crystallographic analysis of a crystalline derivative proves t

A ring closing metathesis-osmylation approach to oxygenated oxepanes as carbohydrate surrogates

A ring closing metathesis (RCM)-osmylation sequence has been developed for the formation of highly oxygenated cyclic ethers from the corresponding acyclic dienes. A systematic examination of various substrates in this reaction revealed that the process is general in scope and is insensitive to the number of alkoxy substituents present. Subsequent osmylation of the metathesis product proceeds with excellent diastereoselectivity to furnish highly oxygenated oxepanes. These oxepanes represent one-carbon homologated carbohydrates.

Stereoselectivity of Electrophile-Promoted Cyclizations of γ-Hydroxyalkenes. An Investigation of Carbohydrate-Derived and Model Substrates

We have investigated cyclization reactions of γ-hydroxyalkenes bearing an alkoxy or alkyl substituent on the allylic carbon.A variety of electrophiles N-bromosuccinimide, N-iodosuccinimide, iodine, mercury(II) acetate, mercury(II) trifluoroacetate, mercu