Asymmetric synthesis of ²-amino acid scaffolds

Steven D. Bull; Stephen G. Davies; Andrew D. Smith

doi:10.1039/b107440g

Asymmetric synthesis of ²-amino acid scaffolds

Steven D. Bull^*, Stephen G. Davies, Andrew D. Smith

^*Corresponding author for this work

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

Abstract

Addition of two or three equivalents of lithium (S)-N-benzyl-N-α-methylbenzylamide to conjugate acceptors containing two or three α,β-unsaturated ester fragments respectively and subsequent hydrogenolytic deprotection afford homochiral bis- or tris-β-amino esters containing two or three new stereogenic centres in high de and ee.

Original language	English
Pages (from-to)	2931-2938
Number of pages	8
Journal	Journal of the Chemical Society. Perkin Transactions 1
Volume	1
Issue number	22
DOIs	https://doi.org/10.1039/b107440g
Publication status	Published - 29 Oct 2001

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title = "Asymmetric synthesis of ²-amino acid scaffolds",

abstract = "Addition of two or three equivalents of lithium (S)-N-benzyl-N-α-methylbenzylamide to conjugate acceptors containing two or three α,β-unsaturated ester fragments respectively and subsequent hydrogenolytic deprotection afford homochiral bis- or tris-β-amino esters containing two or three new stereogenic centres in high de and ee.",

author = "Bull, \{Steven D.\} and Davies, \{Stephen G.\} and Smith, \{Andrew D.\}",

year = "2001",

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doi = "10.1039/b107440g",

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AU - Bull, Steven D.

AU - Davies, Stephen G.

AU - Smith, Andrew D.

PY - 2001/10/29

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N2 - Addition of two or three equivalents of lithium (S)-N-benzyl-N-α-methylbenzylamide to conjugate acceptors containing two or three α,β-unsaturated ester fragments respectively and subsequent hydrogenolytic deprotection afford homochiral bis- or tris-β-amino esters containing two or three new stereogenic centres in high de and ee.

AB - Addition of two or three equivalents of lithium (S)-N-benzyl-N-α-methylbenzylamide to conjugate acceptors containing two or three α,β-unsaturated ester fragments respectively and subsequent hydrogenolytic deprotection afford homochiral bis- or tris-β-amino esters containing two or three new stereogenic centres in high de and ee.

UR - https://www.scopus.com/pages/publications/0034746871

U2 - 10.1039/b107440g

DO - 10.1039/b107440g

M3 - Article

AN - SCOPUS:0034746871

SN - 1472-7781

VL - 1

SP - 2931

EP - 2938

JO - Journal of the Chemical Society. Perkin Transactions 1

JF - Journal of the Chemical Society. Perkin Transactions 1

IS - 22

ER -

Asymmetric synthesis of ²-amino acid scaffolds

Abstract

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