Novel Method for Efficient Aerobic Oxidation of Silyl Ethers to Carbonyl Compounds Catalyzed with...

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2004 Oxidation O 0212 Novel Method for Efficient Aerobic Oxidation of Silyl Ethers to Carbonyl Com- pounds Catalyzed with N-Hydroxyphthalimide (NHPI) and Lipophilic Co(II) Complexes. — A mild and catalytic protocol for the title reaction of a relatively wide range of both TMS and TBS ethers is demonstrated. This is the first example of clean oxidative conversion of silyl ethers to the corresponding carbonyl compounds using molecular oxygen. The reaction times are reasonable, and yields are in most cases ex- cellent. Phenolic TBS ethers survived intact under the presented reaction conditions. — (KARIMI*, B.; RAJABI, J.; Org. Lett. 6 (2004) 17, 2841-2844; Dep. Chem., Inst. Adv. Stud. Basic Sci., Gava Zang, Zanjan, Iran; Eng.) — Steudel 49- 046

Transcript of Novel Method for Efficient Aerobic Oxidation of Silyl Ethers to Carbonyl Compounds Catalyzed with...

Page 1: Novel Method for Efficient Aerobic Oxidation of Silyl Ethers to Carbonyl Compounds Catalyzed with N-Hydroxyphthalimide (NHPI) and Lipophilic Co(II) Complexes.

2004

OxidationO 0212 Novel Method for Efficient Aerobic Oxidation of Silyl Ethers to Carbonyl Com-

pounds Catalyzed with N-Hydroxyphthalimide (NHPI) and Lipophilic Co(II) Complexes. — A mild and catalytic protocol for the title reaction of a relatively wide range of both TMS and TBS ethers is demonstrated. This is the first example of clean oxidative conversion of silyl ethers to the corresponding carbonyl compounds using molecular oxygen. The reaction times are reasonable, and yields are in most cases ex-cellent. Phenolic TBS ethers survived intact under the presented reaction conditions. — (KARIMI*, B.; RAJABI, J.; Org. Lett. 6 (2004) 17, 2841-2844; Dep. Chem., Inst. Adv. Stud. Basic Sci., Gava Zang, Zanjan, Iran; Eng.) — Steudel

49- 046

Page 2: Novel Method for Efficient Aerobic Oxidation of Silyl Ethers to Carbonyl Compounds Catalyzed with N-Hydroxyphthalimide (NHPI) and Lipophilic Co(II) Complexes.

2004


Sequential alkoxy radical fragmentation intermolecular ...digital.csic.es/bitstream/10261/16768/2/TL 2002, 43, 4781.pdf · Weak electron-withdrawing groups (e.g. ethers) ... hydroxyphthalimide

Sequential alkoxy radical fragmentation intermolecular ...digital.csic.es/bitstream/10261/16768/2/TL 2002, 43, 4781.pdf · Weak electron-withdrawing groups (e.g. ethers) ... hydroxyphthalimide

Silyl Glyoxylates. Conception and Realization of Flexible ...faculty.fgcu.edu/gboyce/assets/4.pdf · Conception and Realization of Flexible Conjunctive Reagents for Multicomponent

Silyl Glyoxylates. Conception and Realization of Flexible ...faculty.fgcu.edu/gboyce/assets/4.pdf · Conception and Realization of Flexible Conjunctive Reagents for Multicomponent

Silyl Ketone Chemistry. Preparation and Reactions of Silyl ...€¦ · J. Am. Chem. SOC. 1986, 108, 7791-7800 7791 pyrany1oxy)dodecanoic acid, 1.38 1 g (3.15 mmol) of GPC-CdCIz, 0.854

Silyl Ketone Chemistry. Preparation and Reactions of Silyl ...€¦ · J. Am. Chem. SOC. 1986, 108, 7791-7800 7791 pyrany1oxy)dodecanoic acid, 1.38 1 g (3.15 mmol) of GPC-CdCIz, 0.854

SILYL FLUORIDE: LAMB-DIP SPECTRA and EQUILIBRIUM STRUCTURE Cristina PUZZARINI and Gabriele CAZZOLI Dipartimento di Chimica “G. Ciamician”, Università di.

SILYL FLUORIDE: LAMB-DIP SPECTRA and EQUILIBRIUM STRUCTURE Cristina PUZZARINI and Gabriele CAZZOLI Dipartimento di Chimica “G. Ciamician”, Università di.

Tunable Bifunctional Silyl Ether Cross-Linkers for the Design

Tunable Bifunctional Silyl Ether Cross-Linkers for the Design

A Highly Diastereoselective ‘Super Silyl’ Governed …...A Highly Diastereoselective ‘Super Silyl’ Governed Aldol Reaction: Synthesis of α,β-Dioxyaldehydes and 1,2,3-Triols

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Oral Health Care Access & Barriers€¦ · Oral Health Care Access & Barriers Among Asian American, Native Hawaiian, and Pacific Islander-Serving Health Centers • N=137 AA&NHPI-Serving

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California Institute of Technology 4... · 2019. 5. 22. · Chapter 4 – Nickel-Catalyzed Asymmetric Reductive Cross-Coupling of N-Hydroxyphthalimide Esters and Alkenyl Bromides

California Institute of Technology 4... · 2019. 5. 22. · Chapter 4 – Nickel-Catalyzed Asymmetric Reductive Cross-Coupling of N-Hydroxyphthalimide Esters and Alkenyl Bromides

Science of Synthesis KnowledgeUpdates 2020/3...4.4.28.17.9 Synthesis of a-Silyl Amines from Silylmethyl Azides ..... 37 4.4.28.17.9.1 Method 1: a -Silyl Amines by Ruthenium-Catalyzed

Science of Synthesis KnowledgeUpdates 2020/3...4.4.28.17.9 Synthesis of a-Silyl Amines from Silylmethyl Azides ..... 37 4.4.28.17.9.1 Method 1: a -Silyl Amines by Ruthenium-Catalyzed

Silyl Radical Activation of Alkyl Halides in ...chemlabs.princeton.edu/macmillan/wp-content/... · Silyl Radical Activation of Alkyl Halides in Metallaphotoredox Catalysis: A Unique

Silyl Radical Activation of Alkyl Halides in ...chemlabs.princeton.edu/macmillan/wp-content/... · Silyl Radical Activation of Alkyl Halides in Metallaphotoredox Catalysis: A Unique

NATIVE HAWAIIANS AND PACIFIC ISLANDERS IN ......In what ways, if at all, is geography (e.g., Pacific Islands vs. continental U.S.) a factor in understanding the distri-bution of NHPI

NATIVE HAWAIIANS AND PACIFIC ISLANDERS IN ......In what ways, if at all, is geography (e.g., Pacific Islands vs. continental U.S.) a factor in understanding the distri-bution of NHPI

ENCORE: UTILIZING CRITICAL LITERACY STRATEGIES IN … · 2019-12-14 · AIAN = American Indian and Alaskan Native; NHPI = Native Hawaiian or Pacific Islander NOTE: Data reflects only

ENCORE: UTILIZING CRITICAL LITERACY STRATEGIES IN … · 2019-12-14 · AIAN = American Indian and Alaskan Native; NHPI = Native Hawaiian or Pacific Islander NOTE: Data reflects only

Alkyl-4-silyl-phenols and esters thereof as antiatherosclerotic agents

Alkyl-4-silyl-phenols and esters thereof as antiatherosclerotic agents

Research Article Improvement the Activity and Selectivity of ...improved with NHPI as cocatalyst. e oxidation of benzyl alcohol catalyzed by this new Fe 2+ /H 2 O 2 /NHPI system can

Research Article Improvement the Activity and Selectivity of ...improved with NHPI as cocatalyst. e oxidation of benzyl alcohol catalyzed by this new Fe 2+ /H 2 O 2 /NHPI system can

Electrophilic oligodeoxynucleotide synthesis using dM-Dmoc ...chem.sites.mtu.edu/.../uploads/...Oligo-synthesis.pdfScheme 3: Synthesis of ester-containing phosphoramidite 26a. silyl

Electrophilic oligodeoxynucleotide synthesis using dM-Dmoc ...chem.sites.mtu.edu/.../uploads/...Oligo-synthesis.pdfScheme 3: Synthesis of ester-containing phosphoramidite 26a. silyl

Procedure for manipulating / analysing Dynamic NMR (DNMR) data (example: DNMR data for the compound 1-Silyl-1-Silacyclohexane, C5H10SiHSiH (schsih3) By.

Procedure for manipulating / analysing Dynamic NMR (DNMR) data (example: DNMR data for the compound 1-Silyl-1-Silacyclohexane, C5H10SiHSiH (schsih3) By.

TRANSITION METAL MEDIATED, STEREOSELECTIVE HIGHER …Figure 13.1.3 Crystal Structures of Diene, 13.1.2c 85 Figure 13.1.4 Crystal Structure of Catechol Silyl Substituted Cycloadduct,

TRANSITION METAL MEDIATED, STEREOSELECTIVE HIGHER …Figure 13.1.3 Crystal Structures of Diene, 13.1.2c 85 Figure 13.1.4 Crystal Structure of Catechol Silyl Substituted Cycloadduct,

Reaction of the Si O (SnMe Building Block with Silyl ......Reaction of the Si8O20(SnMe3)8 Building Block with Silyl Chlorides: A New Synthetic Methodology for Preparing Nanostructured

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Cyrus Chung Ying Tang Foundation - LA...Empowering Pacific Islander Communities (EPIC was founded in 29 by a group of young Native Hawaiian and Pacific Islander NHPI professionals

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NHC Cu(I) Catalyzed Asymmetric Conjugate Silyl transfer … · S1 NHC–Cu(I) Catalyzed Asymmetric Conjugate Silyl transfer to Unsaturated Lactones: Application in Kinetic Resolution

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