Regio- and stereo-control of the bromomethoxylation of cyclohexenes by hydroxy or methoxy substituent

doi:10.1016/S0040-4020(01)86757-0

Paper

Regio- and stereo-control of the bromomethoxylation of cyclohexenes by hydroxy or methoxy substituent

Published 1990 · Chia‐Hsi Yang, Jiin‐Sheng Wu, Wenlung Ho

Tetrahedron

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4

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Abstract

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Study Snapshot

Bromomethoxylation of cyclohexenes with hydroxy or methoxy substituents is regiospecific and highly stereoselective, with inductive effect determining product regiochemistry and steric hindrance guiding stereoselectivity.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Regio- and stereo-control of the bromomethoxylation of cyclohexenes by hydroxy or methoxy substituent

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References

Some reactions of 2,4-dimethoxytetrahydropyrans

Reduction of 2,4-dimethoxytetrahydropyran with zinc in ethanol produces only compound 3, while the room temperature reaction of 1 in water and 1,2-dimethoxyethane produces 2-hydroxy-4-methoxytetrahydropyran (6) as an equilibrium mixture of cis

Synthesis of methyl 2,3-anhydro-4-deoxy-6-O-methyl-α-DL-lyxo-hexopyranoside

This study demonstrates that m-chloroperoxybenzoic acid selectively converts a mixture of methyl 2,3-anhydro-4-deoxy-6-O-methyl--DL-lyxo-hexopyranoside and methyl 2,3-anhydro-4-de

The Role of Neighboring Groups in Replacement Reactions. VII. The Methoxyl Group

The resonating form of a bacteriostatic compound is crucial in its activity, with the active species being an anion, cation, or neutral molecule being irrelevant.

Citations

Substrate modification to increase the enantioselectivity of hydrolases. A route to optically-active cyclic allylic alcohols.

Increasing the size of substituents in cyclic allylic alcohols can improve enantioselectivity in hydrolase-catalyzed resolution, leading to more efficient production of optically-active allylic alcohols.

A New Catalytic Route for the Oxidative Halogenation of Cyclic Enol Ethers using Tungstate Exchanged on Takovite

Tungstate-exchanged takovite offers a efficient and benign method for the regio- and stereoselective synthesis of halohydrins and -halo ethers from dihydropyrans, dihydrofurans, and anhydro sugars.