Stereocontrolled synthesis of (2S *,3R*,4R*)-4-hydroxy-3-methylproline using a silicon assisted aza-[2,3]-Wittig sigmatropic rearrangement

ChemInform Abstract: Stereocontrolled Synthesis of E-Homoallylic Sulfides with 1,4,5 Related Chiral Centres Using the (2,3) Sigmatropic Rearrangement of Sulfonium Ylides.

ChemInform ◽

10.1002/chin.199623070 ◽

2010 ◽

Vol 27 (23) ◽

pp. no-no

Author(s):

R. C. HARTLEY ◽

I. C. RICHARDS ◽

S. WARREN

Keyword(s):

Sigmatropic Rearrangement ◽

Stereocontrolled Synthesis ◽

Sulfonium Ylides

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Stereocontrolled synthesis of cytotoxic anhydrosphingosine pachastrissamine by using [3.3] sigmatropic rearrangement of allyl cyanate

Tetrahedron ◽

10.1016/j.tet.2008.09.036 ◽

2008 ◽

Vol 64 (49) ◽

pp. 11313-11318 ◽

Cited By ~ 32

Author(s):

Yoshiyasu Ichikawa ◽

Kenshi Matsunaga ◽

Toshiya Masuda ◽

Hiyoshizo Kotsuki ◽

Keiji Nakano

Keyword(s):

Sigmatropic Rearrangement ◽

Stereocontrolled Synthesis

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Stereocontrolled synthesis of E-homoallylic sulfides with 1,4,5 related chiral centres using the [2,3] sigmatropic rearrangement of sulfonium ylides

Journal of the Chemical Society Perkin Transactions 1 ◽

10.1039/p19960000359 ◽

1996 ◽

pp. 359 ◽

Cited By ~ 11

Author(s):

Richard C. Hartley ◽

Ian C. Richards ◽

Stuart Warren

Keyword(s):

Sigmatropic Rearrangement ◽

Stereocontrolled Synthesis ◽

Sulfonium Ylides

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ChemInform Abstract: Stereocontrolled Synthesis of Either (22S)- or (22R)-Hydroxy-23-acetylenic Steroid Side Chains via [2,3]-Wittig Sigmatropic Rearrangement.

Chemischer Informationsdienst ◽

10.1002/chin.198611344 ◽

1986 ◽

Vol 17 (11) ◽

Author(s):

K. MIKAMI ◽

K. KAWAMOTO ◽

T. NAKAI

Keyword(s):

Sigmatropic Rearrangement ◽

Side Chains ◽

Stereocontrolled Synthesis

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ChemInform Abstract: Stereocontrolled Synthesis of (2S,3R,4R*)-4-Hydroxy-3-methylproline Using a Silicon Assisted Aza-[2,3]-Wittig Sigmatropic Rearrangement.

ChemInform ◽

10.1002/chin.200120171 ◽

2001 ◽

Vol 32 (20) ◽

pp. no-no

Author(s):

James C. Anderson ◽

Alice Flaherty

Keyword(s):

Sigmatropic Rearrangement ◽

Stereocontrolled Synthesis

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Stereocontrolled synthesis of either (22S)- or (22R)-hydroxy-23-acetylenic steroid side chains via [2,3]-Wittig sigmatropic rearrangement

Tetrahedron Letters ◽

10.1016/s0040-4039(00)98930-5 ◽

1985 ◽

Vol 26 (47) ◽

pp. 5799-5802 ◽

Cited By ~ 30

Author(s):

Kōichi Mikami ◽

Kazuya Kawamoto ◽

Takeshi Nakai

Keyword(s):

Sigmatropic Rearrangement ◽

Side Chains ◽

Stereocontrolled Synthesis

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Stereoselective SE2‘ Additions of Enantioenriched Allylic Tin and Indium Reagents to Protected Threose and Erythrose Aldehydes: A General Strategy for the Stereocontrolled Synthesis of Precursors to the Eight Diastereomeric Hexoses and Their Enantiomers

The Journal of Organic Chemistry ◽

10.1021/jo9640231 ◽

1996 ◽

Vol 61 (25) ◽

pp. 9072-9072

Author(s):

James A. Marshall ◽

Kevin W. Hinkle

Keyword(s):

General Strategy ◽

Stereocontrolled Synthesis

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Stereocontrolled synthesis of tetrahydrofurans and tetrahydropyrans using thallium(III)-induced cyclizations

The Journal of Organic Chemistry ◽

10.1021/jo00214a003 ◽

1985 ◽

Vol 50 (14) ◽

pp. 2416-2423 ◽

Cited By ~ 42

Author(s):

Joseph P. Michael ◽

Pauline C. Ting ◽

Paul A. Bartlett

Keyword(s):

Stereocontrolled Synthesis

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Copper-Catalyzed Synthesis of Axially Chiral Biaryls with Diaryliodonium Salts as Arylation Reagents

Molecules ◽

10.3390/molecules26113223 ◽

2021 ◽

Vol 26 (11) ◽

pp. 3223

Author(s):

Ji-Wei Zhang ◽

Shao-Hua Xiang ◽

Shaoyu Li ◽

Bin Tan

Keyword(s):

Amino Alcohols ◽

Sigmatropic Rearrangement ◽

Synthetic Route ◽

Mild Conditions ◽

Good Substrate ◽

Diaryliodonium Salts ◽

Axially Chiral

NOBIN and BINAM derivatives harboring biaryl frameworks are recognized as a class of important atropisomers with versatile applications. Here, we present an efficient synthetic route to access such compounds through copper-catalyzed domino arylation of N-arylhydroxylamines or N-arylhydrazines with diaryliodonium salts and [3,3]-sigmatropic rearrangement. This reaction features mild conditions, good substrate compatibility, and excellent efficiency. The practicality of this protocol was further extended by the synthesis of biaryl amino alcohols.

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An Umpolung Oxa-[2,3] Sigmatropic Rearrangement Employing Arynes for the Synthesis of Functionalized Enol Ethers

Organic Letters ◽

10.1021/acs.orglett.1c00911 ◽

2021 ◽

Author(s):

Rahul N. Gaykar ◽

Malini George ◽

Avishek Guin ◽

Subrata Bhattacharjee ◽

Akkattu T. Biju

Keyword(s):

Sigmatropic Rearrangement ◽

Enol Ethers

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Stereocontrolled synthesis of (2S ,3R,4R*)-4-hydroxy-3-methylproline using a silicon assisted aza-[2,3]-Wittig sigmatropic rearrangement

ChemInform Abstract: Stereocontrolled Synthesis of E-Homoallylic Sulfides with 1,4,5 Related Chiral Centres Using the (2,3) Sigmatropic Rearrangement of Sulfonium Ylides.

Stereocontrolled synthesis of cytotoxic anhydrosphingosine pachastrissamine by using [3.3] sigmatropic rearrangement of allyl cyanate

Stereocontrolled synthesis of E-homoallylic sulfides with 1,4,5 related chiral centres using the [2,3] sigmatropic rearrangement of sulfonium ylides

ChemInform Abstract: Stereocontrolled Synthesis of Either (22S)- or (22R)-Hydroxy-23-acetylenic Steroid Side Chains via [2,3]-Wittig Sigmatropic Rearrangement.

ChemInform Abstract: Stereocontrolled Synthesis of (2S,3R,4R*)-4-Hydroxy-3-methylproline Using a Silicon Assisted Aza-[2,3]-Wittig Sigmatropic Rearrangement.

Stereocontrolled synthesis of either (22S)- or (22R)-hydroxy-23-acetylenic steroid side chains via [2,3]-Wittig sigmatropic rearrangement

Stereoselective SE2‘ Additions of Enantioenriched Allylic Tin and Indium Reagents to Protected Threose and Erythrose Aldehydes: A General Strategy for the Stereocontrolled Synthesis of Precursors to the Eight Diastereomeric Hexoses and Their Enantiomers

Stereocontrolled synthesis of tetrahydrofurans and tetrahydropyrans using thallium(III)-induced cyclizations

Copper-Catalyzed Synthesis of Axially Chiral Biaryls with Diaryliodonium Salts as Arylation Reagents

An Umpolung Oxa-[2,3] Sigmatropic Rearrangement Employing Arynes for the Synthesis of Functionalized Enol Ethers

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Stereocontrolled synthesis of (2S *,3R*,4R*)-4-hydroxy-3-methylproline using a silicon assisted aza-[2,3]-Wittig sigmatropic rearrangement

ChemInform Abstract: Stereocontrolled Synthesis of E-Homoallylic Sulfides with 1,4,5 Related Chiral Centres Using the (2,3) Sigmatropic Rearrangement of Sulfonium Ylides.

Stereocontrolled synthesis of cytotoxic anhydrosphingosine pachastrissamine by using [3.3] sigmatropic rearrangement of allyl cyanate

Stereocontrolled synthesis of E-homoallylic sulfides with 1,4,5 related chiral centres using the [2,3] sigmatropic rearrangement of sulfonium ylides

ChemInform Abstract: Stereocontrolled Synthesis of Either (22S)- or (22R)-Hydroxy-23-acetylenic Steroid Side Chains via [2,3]-Wittig Sigmatropic Rearrangement.

ChemInform Abstract: Stereocontrolled Synthesis of (2S*,3R*,4R*)-4-Hydroxy-3-methylproline Using a Silicon Assisted Aza-[2,3]-Wittig Sigmatropic Rearrangement.

Stereocontrolled synthesis of either (22S)- or (22R)-hydroxy-23-acetylenic steroid side chains via [2,3]-Wittig sigmatropic rearrangement

Stereoselective SE2‘ Additions of Enantioenriched Allylic Tin and Indium Reagents to Protected Threose and Erythrose Aldehydes: A General Strategy for the Stereocontrolled Synthesis of Precursors to the Eight Diastereomeric Hexoses and Their Enantiomers

Stereocontrolled synthesis of tetrahydrofurans and tetrahydropyrans using thallium(III)-induced cyclizations

Copper-Catalyzed Synthesis of Axially Chiral Biaryls with Diaryliodonium Salts as Arylation Reagents

An Umpolung Oxa-[2,3] Sigmatropic Rearrangement Employing Arynes for the Synthesis of Functionalized Enol Ethers

Stereocontrolled synthesis of (2S ,3R,4R*)-4-hydroxy-3-methylproline using a silicon assisted aza-[2,3]-Wittig sigmatropic rearrangement

ChemInform Abstract: Stereocontrolled Synthesis of (2S,3R,4R*)-4-Hydroxy-3-methylproline Using a Silicon Assisted Aza-[2,3]-Wittig Sigmatropic Rearrangement.