Amino acid derived thiane oxide and dioxide systems as disposable templates: Synthesis of alpha-amino ketones, anti-amino alcohols and an amino cyclopentenone

M P  Gamble; G M P  Giblin; J G  Montana; Peter Andrew O'Brien; T P  Ockendon; R J K  Taylor

Amino acid derived thiane oxide and dioxide systems as disposable templates: Synthesis of alpha-amino ketones, anti-amino alcohols and an amino cyclopentenone

M P Gamble, G M P Giblin, J G Montana, Peter Andrew O'Brien, T P Ockendon, R J K Taylor

Chemistry

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

Abstract

Sulfones and sulfoxides synthesised from methionine and homocysteine thiolactone have been cyclised to amino ketones using potassium bis(trimethylsilyl)amide. Ramberg-Backlund chemistry on one of the sulfones gave an amino cyclopentenone whereas acyclic alpha-amino ketones and anti-amino alcohols were obtained by Raney nickel desulfurisation of the sulfoxides. Copyright (C) 1996 Elsevier Science Ltd

Original language	English
Pages (from-to)	7457-7460
Number of pages	4
Journal	Tetrahedron Letters
Volume	37
Issue number	41
Publication status	Published - 7 Oct 1996

Keywords

RAMBERG-BACKLUND REACTION

Cite this

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title = "Amino acid derived thiane oxide and dioxide systems as disposable templates: Synthesis of alpha-amino ketones, anti-amino alcohols and an amino cyclopentenone",

abstract = "Sulfones and sulfoxides synthesised from methionine and homocysteine thiolactone have been cyclised to amino ketones using potassium bis(trimethylsilyl)amide. Ramberg-Backlund chemistry on one of the sulfones gave an amino cyclopentenone whereas acyclic alpha-amino ketones and anti-amino alcohols were obtained by Raney nickel desulfurisation of the sulfoxides. Copyright (C) 1996 Elsevier Science Ltd",

keywords = "RAMBERG-BACKLUND REACTION",

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year = "1996",

month = oct,

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journal = "Tetrahedron Letters",

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T1 - Amino acid derived thiane oxide and dioxide systems as disposable templates: Synthesis of alpha-amino ketones, anti-amino alcohols and an amino cyclopentenone

AU - Gamble, M P

AU - Giblin, G M P

AU - Montana, J G

AU - O'Brien, Peter Andrew

AU - Ockendon, T P

AU - Taylor, R J K

PY - 1996/10/7

Y1 - 1996/10/7

N2 - Sulfones and sulfoxides synthesised from methionine and homocysteine thiolactone have been cyclised to amino ketones using potassium bis(trimethylsilyl)amide. Ramberg-Backlund chemistry on one of the sulfones gave an amino cyclopentenone whereas acyclic alpha-amino ketones and anti-amino alcohols were obtained by Raney nickel desulfurisation of the sulfoxides. Copyright (C) 1996 Elsevier Science Ltd

AB - Sulfones and sulfoxides synthesised from methionine and homocysteine thiolactone have been cyclised to amino ketones using potassium bis(trimethylsilyl)amide. Ramberg-Backlund chemistry on one of the sulfones gave an amino cyclopentenone whereas acyclic alpha-amino ketones and anti-amino alcohols were obtained by Raney nickel desulfurisation of the sulfoxides. Copyright (C) 1996 Elsevier Science Ltd

KW - RAMBERG-BACKLUND REACTION

M3 - Article

SN - 0040-4039

VL - 37

SP - 7457

EP - 7460

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 41

ER -