A convergent route to functional protected amines, diamines, and β-amino acids

Songzhe Han; Rachel A. Jones; Béatrice Quiclet-Sire; Samir Z. Zard

doi:10.1016/j.tet.2014.07.055

A convergent route to functional protected amines, diamines, and β-amino acids

Songzhe Han, Rachel A. Jones, Béatrice Quiclet-Sire, Samir Z. Zard

Laboratoire de Synthèse Organique

Research output: Contribution to journal › Article › peer-review

Abstract

Phthalimide protected amines react with NBS under peroxide initiation to give geminal phthalimido-bromo derivatives, which are readily converted into the corresponding xanthates. These xanthates in turn undergo radical additions to numerous olefins, providing a convergent and modular access to densely functionalized protected amines and diamines.

Original language	English
Pages (from-to)	7192-7206
Number of pages	15
Journal	Tetrahedron
Volume	70
Issue number	40
DOIs	https://doi.org/10.1016/j.tet.2014.07.055
Publication status	Published - 1 Jan 2014
Externally published	Yes

Keywords

Amines
Phthalimides
Radical addition
Xanthates

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10.1016/j.tet.2014.07.055

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title = "A convergent route to functional protected amines, diamines, and β-amino acids",

abstract = "Phthalimide protected amines react with NBS under peroxide initiation to give geminal phthalimido-bromo derivatives, which are readily converted into the corresponding xanthates. These xanthates in turn undergo radical additions to numerous olefins, providing a convergent and modular access to densely functionalized protected amines and diamines.",

keywords = "Amines, Phthalimides, Radical addition, Xanthates",

author = "Songzhe Han and Jones, \{Rachel A.\} and B{\'e}atrice Quiclet-Sire and Zard, \{Samir Z.\}",

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doi = "10.1016/j.tet.2014.07.055",

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AU - Han, Songzhe

AU - Jones, Rachel A.

AU - Quiclet-Sire, Béatrice

AU - Zard, Samir Z.

PY - 2014/1/1

Y1 - 2014/1/1

N2 - Phthalimide protected amines react with NBS under peroxide initiation to give geminal phthalimido-bromo derivatives, which are readily converted into the corresponding xanthates. These xanthates in turn undergo radical additions to numerous olefins, providing a convergent and modular access to densely functionalized protected amines and diamines.

AB - Phthalimide protected amines react with NBS under peroxide initiation to give geminal phthalimido-bromo derivatives, which are readily converted into the corresponding xanthates. These xanthates in turn undergo radical additions to numerous olefins, providing a convergent and modular access to densely functionalized protected amines and diamines.

KW - Amines

KW - Phthalimides

KW - Radical addition

KW - Xanthates

U2 - 10.1016/j.tet.2014.07.055

DO - 10.1016/j.tet.2014.07.055

M3 - Article

AN - SCOPUS:84908002716

SN - 0040-4020

VL - 70

SP - 7192

EP - 7206

JO - Tetrahedron

JF - Tetrahedron

IS - 40

ER -

A convergent route to functional protected amines, diamines, and β-amino acids

Abstract

Keywords

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