Lewis Acid-Mediated Unprecedented Ring-Opening Rearrangement of 2-Aryl-N-tosylazetidines to Enantiopure (E)-Allylamines.

Lewis Acid-Mediated Unprecedented Ring-Opening Rearrangement of 2-Aryl-N-tosylazetidines to Enantiopure (E)-Allylamines. Research Abstract Details 

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Lewis Acid-Mediated Unprecedented Ring-Opening Rearrangement of 2-Aryl-N-tosylazetidines to Enantiopure (E)-Allylamines. Abstract Text:

Manas K Ghorai,Amit Kumar,Kalpataru Das,Manas K Ghorai,Amit Kumar,Kalpataru Das,Manas K Ghorai,Amit Kumar,Kalpataru Das,

A highly efficient strategy for Cu(OTf)2-mediated ring-opening of 2-aryl-N-tosylazetidines in polar and coordinating solvents followed by an unprecedented rearrangement to substituted achiral and chiral (E)-allylamines (ee >99%) is reported. The methodology has been applied for the synthesis of gamma-unsaturated-beta-amino acids. A plausible mechanism for the rearrangement is also described.

Lewis Acid-Mediated Unprecedented Ring-Opening Rearrangement of 2-Aryl-N-tosylazetidines to Enantiopure (E)-Allylamines. Publishing Authors By Initials

MK Ghorai,A Kumar,K Das,MK Ghorai,A Kumar,K Das,MK Ghorai,A Kumar,K Das,

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Lewis Acid-Mediated Unprecedented Ring-Opening Rearrangement of 2-Aryl-N-tosylazetidines to Enantiopure (E)-Allylamines. Journal Published:

PUBLICATION TYPE: Journal Article

Journal: Organic letters

VOLUME: 9

Page Numbers: 5441-4

Journal Abbreviation: Org. Lett.

ISSN: 1523-7060

DAY: 17

MONTH: 11

YEAR: 2007

Lewis Acid-Mediated Unprecedented Ring-Opening Rearrangement of 2-Aryl-N-tosylazetidines to Enantiopure (E)-Allylamines. Information

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LANGUAGE: eng

NlmUniqueID: 100890393

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AFFILIATION: Department of Chemistry, Indian Institute of Technology, Kanpur 208016, India.

Country: United States

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MEDLINETA: Org Lett

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