Lanthanides in organic synthesis. 5. Reduction of vinyloxiranes with samarium diiodide. An efficient route to functionalized chiral, non-racemic (E)-allylic alcohols

Gary A. Molander; Bruce E. La Belle; Gregory Hahn

doi:10.1021/jo00376a039

Lanthanides in organic synthesis. 5. Reduction of vinyloxiranes with samarium diiodide. An efficient route to functionalized chiral, non-racemic (E)-allylic alcohols

The Journal of Organic Chemistry ◽

10.1021/jo00376a039 ◽

1986 ◽

Vol 51 (26) ◽

pp. 5259-5264 ◽

Cited By ~ 54

Author(s):

Gary A. Molander ◽

Bruce E. La Belle ◽

Gregory Hahn

Keyword(s):

Organic Synthesis ◽

Allylic Alcohols ◽

Samarium Diiodide ◽

Efficient Route

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ChemInform Abstract: Reduction of Vinyloxiranes with Samarium Diiodide. An Efficient Route to Functionalized Chiral, Nonracemic (E)-Allylic Alcohols.

ChemInform ◽

10.1002/chin.198730124 ◽

1987 ◽

Vol 18 (30) ◽

Author(s):

G. A. MOLANDER ◽

B. E. LA BELLE ◽

G. HAHN

Keyword(s):

Allylic Alcohols ◽

Samarium Diiodide ◽

Efficient Route

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ChemInform Abstract: Highly Stereoselective Synthesis of Steroidal 22α-Allylic Alcohols via 22-Aldehydes and 1-Silyl-1-iodo-1-alkenes: A New Efficient Route to the Side Chain Construction of Brassinolide.

ChemInform ◽

10.1002/chin.199209275 ◽

2010 ◽

Vol 23 (9) ◽

pp. no-no

Author(s):

V. A. KHRIPACH ◽

V. N. ZHABINSKIY ◽

V. K. OLKHOVICK

Keyword(s):

Stereoselective Synthesis ◽

Side Chain ◽

Allylic Alcohols ◽

Efficient Route

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Silanes in organic synthesis. 9. Enesilylation as a method for 1,2-carbonyl migration within ketones and for conversion to 1,2-transposed allylic alcohols

The Journal of Organic Chemistry ◽

10.1021/jo01303a021 ◽

1980 ◽

Vol 45 (15) ◽

pp. 3028-3037 ◽

Cited By ~ 62

Author(s):

William E. Fristad ◽

Thomas R. Bailey ◽

Leo A. Paquette

Keyword(s):

Organic Synthesis ◽

Allylic Alcohols

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ChemInform Abstract: Preparation and Use of Samarium Diiodide (SmI2) in Organic Synthesis: The Mechanistic Role of HMPA and Ni(II) Salts in the Samarium Barbier Reaction

ChemInform ◽

10.1002/chin.201347232 ◽

2013 ◽

Vol 44 (47) ◽

pp. no-no

Author(s):

Dhandapani V. Sadasivam ◽

Kimberly A. Choquette ◽

Robert A. Flowers

Keyword(s):

Organic Synthesis ◽

Samarium Diiodide ◽

Barbier Reaction

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ChemInform Abstract: Lanthanoids in Organic Synthesis. Part 6. Stereocontrolled Cyclization Reactions Mediated by Samarium Diiodide.

ChemInform ◽

10.1002/chin.198722098 ◽

1987 ◽

Vol 18 (22) ◽

Author(s):

G. A. MOLANDER ◽

J. B. ETTER ◽

P. W. ZINKE

Keyword(s):

Organic Synthesis ◽

Samarium Diiodide ◽

Cyclization Reactions

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ChemInform Abstract: Highly Regioselective Thiocarbonylation of Allylic Alcohols with Thiols and Carbon Monoxide Catalyzed by Palladium Complexes: A New and Efficient Route to β,γ-Unsaturated Thioesters.

ChemInform ◽

10.1002/chin.199914112 ◽

2010 ◽

Vol 30 (14) ◽

pp. no-no

Author(s):

Wen-Jing Xiao ◽

Howard Alper

Keyword(s):

Carbon Monoxide ◽

Palladium Complexes ◽

Allylic Alcohols ◽

Efficient Route

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Samarium Diiodide: A Mild and Selective Reagent in organic synthesis

Journal für praktische Chemie ◽

10.1002/prac.19973390120 ◽

1997 ◽

Vol 339 (1) ◽

pp. 101-104 ◽

Cited By ~ 13

Author(s):

Faiz Ahmed Khan ◽

Reinhold Zimmer

Keyword(s):

Organic Synthesis ◽

Samarium Diiodide ◽

Selective Reagent

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ChemInform Abstract: SILANES IN ORGANIC SYNTHESIS. 9. ENESILYLATION AS A METHOD FOR 1,2-CARBONYL MIGRATION WITHIN KETONES AND FOR CONVERSION TO 1,2-TRANSPOSED ALLYLIC ALCOHOLS

Chemischer Informationsdienst ◽

10.1002/chin.198050109 ◽

1980 ◽

Vol 11 (50) ◽

Author(s):

W. E. FRISTAD ◽

T. R. BAILEY ◽

L. A. PAQUETTE

Keyword(s):

Organic Synthesis ◽

Allylic Alcohols

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ChemInform Abstract: Lanthanoids in Organic Synthesis. Part 8. 1,3-Asymmetric Induction in Intramolecular Reformatsky-Type Reactions Promoted by Samarium Diiodide.

ChemInform ◽

10.1002/chin.198806089 ◽

1988 ◽

Vol 19 (6) ◽

Author(s):

G. A. MOLANDER ◽

J. B. ETTER

Keyword(s):

Organic Synthesis ◽

Asymmetric Induction ◽

Samarium Diiodide

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ChemInform Abstract: Tellurium in the “No-Solvent” Organic Synthesis of Allylic Alcohols.

ChemInform ◽

10.1002/chin.199803054 ◽

2010 ◽

Vol 29 (3) ◽

pp. no-no

Author(s):

Q. XU ◽

B. CHAO ◽

Y. WANG ◽

D. C. DITTMER

Keyword(s):

Organic Synthesis ◽

Allylic Alcohols

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