Synthetic methods : Part (ii) Oxidation and reduction methods

Lewis, Simon E.

doi:10.1039/b927087f

Cited by 6 publications

(2 citation statements)

References 270 publications

(258 reference statements)

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“…Among bulky and rigid groups, benzylidene moiety has been largely exploited to modulate sugar reactivities for example to direct the stereoselectivity in glycosylation reactions. 17–19 In the literature, keto derivatives of glucosamine 20 or mannose 21 containing a benzylidene group showed interesting results in terms of epoxidation stereoselectivity. With the aim of expanding the orienting effect of benzylidene groups, two novel catalysts based on glucose and galactose skeletons (Fig.…”

Section: Introductionmentioning

confidence: 99%

Stereoselective Shi-type epoxidation with 3-oxo-4,6-O-benzylidene pyranoside catalysts: unveiling the role of carbohydrate skeletons

Imperio,

Valloni,

Caprioglio

et al. 2024

RSC Adv.

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Section: Introductionmentioning

confidence: 99%

Stereoselective Shi-type epoxidation with 3-oxo-4,6-O-benzylidene pyranoside catalysts: unveiling the role of carbohydrate skeletons

Imperio,

Valloni,

Caprioglio

et al. 2024

RSC Adv.

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“…1,2 Most of these protocols are based on transition metal catalysts carrying chiral ligands for stereoinduction. Besides the fact that preparation and handling of transition metal catalysts can be challenging and costly, their environmental effect must be taken into account as well.…”

Section: Introductionmentioning

confidence: 99%

Organocatalytic Reduction in Stereoselective Synthesis

Kortmann

Minnaard

2013

Stereoselective Synthesis of Drugs and Natural Products

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The synthesis of chiral, enantiopure molecules plays an important role in modern chemistry, as stereocenters are omnipresent in natural products and pharmaceuticals. Therefore, is it important to have versatile and reliable methods to introduce stereocenters during the synthesis. An upcoming, powerful way to construct stereocenters is asymmetric organocatalytic reduction. A given prochiral double bond is selectively reduced to give one of the two enantiomers or diastereomers in excess. As substrates, the functional groups containing CN, CO, or CC double bonds come into consideration. These can appear both in linear molecules (e.g., ketones) and in heteroaromatics like pyridine. Catalysis takes place by activation of either the substrate or the reducing agent, thereby also transferring the chiral information. Hydrazine, silanes, and Hantzsch esters are herein the most frequently used reducing agents.

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ChemInform Abstract: Synthetic Methods. Part 2. Oxidation and Reduction Methods

Lewis

2011

ChemInform

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Synthetic methods : Part (ii) Oxidation and reduction methods

Cited by 6 publications

References 270 publications

Stereoselective Shi-type epoxidation with 3-oxo-4,6-O-benzylidene pyranoside catalysts: unveiling the role of carbohydrate skeletons

Stereoselective Shi-type epoxidation with 3-oxo-4,6-O-benzylidene pyranoside catalysts: unveiling the role of carbohydrate skeletons

Organocatalytic Reduction in Stereoselective Synthesis

ChemInform Abstract: Synthetic Methods. Part 2. Oxidation and Reduction Methods

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