A thioxanone-based chiral template: asymmetric induction in the [2,3]-sigmatropic rearrangement of sulfur ylides. Enantioselective preparation of C.beta.-chiral pent-4-enoic acids

Mark J. Kurth; S. Hasan Tahir; Marilyn M. Olmstead

doi:10.1021/jo00295a010

A thioxanone-based chiral template: asymmetric induction in the [2,3]-sigmatropic rearrangement of sulfur ylides. Enantioselective preparation of C.beta.-chiral pent-4-enoic acids

The Journal of Organic Chemistry ◽

10.1021/jo00295a010 ◽

1990 ◽

Vol 55 (8) ◽

pp. 2286-2288 ◽

Cited By ~ 24

Author(s):

Mark J. Kurth ◽

S. Hasan Tahir ◽

Marilyn M. Olmstead

Keyword(s):

Sigmatropic Rearrangement ◽

Asymmetric Induction ◽

Sulfur Ylides

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ChemInform Abstract: ASYMMETRIC INDUCTION IN THE (2,3) SIGMATROPIC REARRANGEMENT VIA SULFUR YLIDES DERIVED FROM CHIRAL KETENIMINES

Chemischer Informationsdienst ◽

10.1002/chin.198318130 ◽

1983 ◽

Vol 14 (18) ◽

Author(s):

K. HIROI ◽

S. SATO

Keyword(s):

Sigmatropic Rearrangement ◽

Asymmetric Induction ◽

Sulfur Ylides

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ASYMMETRIC INDUCTION IN THE [2,3] SIGMATROPIC REARRANGEMENT VIA SULFUR YLIDES DERIVED FROM CHIRAL KETENIMINES

Chemistry Letters ◽

10.1246/cl.1982.1871 ◽

1982 ◽

Vol 11 (11) ◽

pp. 1871-1874 ◽

Cited By ~ 4

Author(s):

Kunio Hiroi ◽

Shuko Sato

Keyword(s):

Sigmatropic Rearrangement ◽

Asymmetric Induction ◽

Sulfur Ylides

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Photochemical, Metal‐Free Sigmatropic Rearrangement Reactions of Sulfur Ylides

Chemistry - A European Journal ◽

10.1002/chem.201900597 ◽

2019 ◽

Vol 25 (27) ◽

pp. 6703-6706 ◽

Cited By ~ 28

Author(s):

Zhen Yang ◽

Yujing Guo ◽

Rene M. Koenigs

Keyword(s):

Sigmatropic Rearrangement ◽

Sulfur Ylides ◽

Metal Free ◽

Rearrangement Reactions

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Asymmetric induction in a new domino reaction of [3,3]-sigmatropic rearrangement of allylic thiocyanates and intramolecular heterocyclisation

Tetrahedron ◽

10.1016/s0040-4020(02)00026-1 ◽

2002 ◽

Vol 58 (8) ◽

pp. 1611-1616 ◽

Cited By ~ 18

Author(s):

Jozef Gonda ◽

Miroslava Martinková ◽

Ján Imrich

Keyword(s):

Sigmatropic Rearrangement ◽

Asymmetric Induction ◽

Domino Reaction

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Catalytic asymmetric [2,3] sigmatropic rearrangement of sulfur ylides generated from carbenoids and propargyl sulfides

Tetrahedron Asymmetry ◽

10.1016/s0957-4166(03)00018-1 ◽

2003 ◽

Vol 14 (7) ◽

pp. 891-895 ◽

Cited By ~ 50

Author(s):

Xiaomei Zhang ◽

Ming Ma ◽

Jianbo Wang

Keyword(s):

Sigmatropic Rearrangement ◽

Sulfur Ylides ◽

Catalytic Asymmetric

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Asymmetric induction reactions. I. Asymmetric (2,3) sigmatropic rearrangements of sulfur ylides derived from chiral ketenimines and trimethylsulfonium ylide.

Chemical and Pharmaceutical Bulletin ◽

10.1248/cpb.33.2331 ◽

1985 ◽

Vol 33 (6) ◽

pp. 2331-2338 ◽

Cited By ~ 7

Author(s):

KUNIO HIROI ◽

SHUKO SATO

Keyword(s):

Asymmetric Induction ◽

Sulfur Ylides ◽

Sigmatropic Rearrangements

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[2,3] Sigmatropic Rearrangement of Unstable Sulfur Ylides from Allyl Sulfonium Salts. Comparative Study of Electrochemical Reduction with the Base Method and Mechanism Elucidation by the MO Method

Bulletin of the Chemical Society of Japan ◽

10.1246/bcsj.77.1687 ◽

2004 ◽

Vol 77 (9) ◽

pp. 1687-1695 ◽

Cited By ~ 6

Author(s):

Yuichi Okazaki ◽

Fumio Ando ◽

Jugo Koketsu

Keyword(s):

Comparative Study ◽

Electrochemical Reduction ◽

Sigmatropic Rearrangement ◽

Sulfonium Salts ◽

Sulfur Ylides ◽

Base Method

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ChemInform Abstract: 1,2-Asymmetric Induction in a New Tandem of (3,3)-Sigmatropic Rearrangement of Allylic Thiocyanates and Intramolecular Amine to N=C= S Group.

ChemInform ◽

10.1002/chin.199722131 ◽

2010 ◽

Vol 28 (22) ◽

pp. no-no

Author(s):

M. MARTINKOVA ◽

J. GONDA

Keyword(s):

Sigmatropic Rearrangement ◽

Asymmetric Induction

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[2,3] Sigmatropic Rearrangement of Unstable Sulfur Ylides from Allyl Sulfonium Salts. Comparative Study of Electrochemical Reduction with the Base Method and Mechanism Elucidation by the MO Method.

ChemInform ◽

10.1002/chin.200452035 ◽

2004 ◽

Vol 35 (52) ◽

Author(s):

Yuichi Okazaki ◽

Fumio Ando ◽

Jugo Koketsu

Keyword(s):

Comparative Study ◽

Electrochemical Reduction ◽

Sigmatropic Rearrangement ◽

Sulfonium Salts ◽

Sulfur Ylides ◽

Base Method

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Rh(II)-catalyzed [2,3]-sigmatropic rearrangement of sulfur ylides derived from N-tosylhydrazones and sulfides

Tetrahedron ◽

10.1016/j.tet.2012.03.032 ◽

2012 ◽

Vol 68 (26) ◽

pp. 5234-5240 ◽

Cited By ~ 25

Author(s):

Yuye Li ◽

Zhongxing Huang ◽

Xinhu Wu ◽

Peng-Fei Xu ◽

Jing Jin ◽

...

Keyword(s):

Sigmatropic Rearrangement ◽

Sulfur Ylides

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