Orthogonal N, N-deprotection strategies of β-amino esters

Steven D. Bull; Stephen G. Davies; Peter M. Kelly; Massimo Gianotti; Andrew D. Smith

doi:10.1039/b106389h

Orthogonal N, N-deprotection strategies of β-amino esters

Steven D. Bull, Stephen G. Davies^*, Peter M. Kelly, Massimo Gianotti, Andrew D. Smith

^*Corresponding author for this work

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

Abstract

β-Amino esters derived from the stereoselective conjugate addition of homochiral lithium N-benzyl-N-α-methyl-4-methoxybenzylamide to α,β-unsaturated esters may be orthogonally mono-N-deprotected under either oxidative or acid-promoted reaction conditions. Further oxidative deprotection affords β-amino acids or β-lactams.

Original language	English
Pages (from-to)	3106-3111
Number of pages	6
Journal	Journal of the Chemical Society. Perkin Transactions 1
Volume	1
Issue number	23
DOIs	https://doi.org/10.1039/b106389h
Publication status	Published - 12 Nov 2001

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title = "Orthogonal N, N-deprotection strategies of β-amino esters",

abstract = "β-Amino esters derived from the stereoselective conjugate addition of homochiral lithium N-benzyl-N-α-methyl-4-methoxybenzylamide to α,β-unsaturated esters may be orthogonally mono-N-deprotected under either oxidative or acid-promoted reaction conditions. Further oxidative deprotection affords β-amino acids or β-lactams.",

author = "Bull, {Steven D.} and Davies, {Stephen G.} and Kelly, {Peter M.} and Massimo Gianotti and Smith, {Andrew D.}",

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T1 - Orthogonal N, N-deprotection strategies of β-amino esters

AU - Bull, Steven D.

AU - Davies, Stephen G.

AU - Kelly, Peter M.

AU - Gianotti, Massimo

AU - Smith, Andrew D.

PY - 2001/11/12

Y1 - 2001/11/12

N2 - β-Amino esters derived from the stereoselective conjugate addition of homochiral lithium N-benzyl-N-α-methyl-4-methoxybenzylamide to α,β-unsaturated esters may be orthogonally mono-N-deprotected under either oxidative or acid-promoted reaction conditions. Further oxidative deprotection affords β-amino acids or β-lactams.

AB - β-Amino esters derived from the stereoselective conjugate addition of homochiral lithium N-benzyl-N-α-methyl-4-methoxybenzylamide to α,β-unsaturated esters may be orthogonally mono-N-deprotected under either oxidative or acid-promoted reaction conditions. Further oxidative deprotection affords β-amino acids or β-lactams.

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U2 - 10.1039/b106389h

DO - 10.1039/b106389h

M3 - Article

AN - SCOPUS:0035544073

SN - 1472-7781

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JO - Journal of the Chemical Society. Perkin Transactions 1

JF - Journal of the Chemical Society. Perkin Transactions 1

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ER -

Orthogonal N, N-deprotection strategies of β-amino esters

Abstract

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