Tributyltin hydride-mediated tandem reactions of dehydroalanines leading to alpha-substituted pyroglutamates

S R  Baker; K  Goodall; A F  Parsons; M  Wilson

Tributyltin hydride-mediated tandem reactions of dehydroalanines leading to alpha-substituted pyroglutamates

S R Baker, K Goodall, A F Parsons, M Wilson

Chemistry

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

Abstract

Tributyltin hydride-mediated cyclisation of dehydroalanines produces an intermediate captodative radical, which can be trapped by reaction with oxygen- or carbon-centred radicals or (principally) electron-poor alkenes, to provide a quick approach to a variety of alpha-substituted pyroglutamates.

Original language	English
Pages (from-to)	312-313
Number of pages	2
Journal	JOURNAL OF CHEMICAL RESEARCH-S
Issue number	7
Publication status	Published - Jul 2000

Keywords

RADICAL CYCLIZATION
SECONDARY AMIDES
PYRROLIDINONES
5-ENDO-TRIG
4-EXO-TRIG

Cite this

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title = "Tributyltin hydride-mediated tandem reactions of dehydroalanines leading to alpha-substituted pyroglutamates",

abstract = "Tributyltin hydride-mediated cyclisation of dehydroalanines produces an intermediate captodative radical, which can be trapped by reaction with oxygen- or carbon-centred radicals or (principally) electron-poor alkenes, to provide a quick approach to a variety of alpha-substituted pyroglutamates.",

keywords = "RADICAL CYCLIZATION, SECONDARY AMIDES, PYRROLIDINONES, 5-ENDO-TRIG, 4-EXO-TRIG",

author = "Baker, {S R} and K Goodall and Parsons, {A F} and M Wilson",

year = "2000",

month = jul,

language = "English",

pages = "312--313",

journal = "JOURNAL OF CHEMICAL RESEARCH-S",

issn = "0308-2342",

publisher = "Science Reviews Ltd",

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T1 - Tributyltin hydride-mediated tandem reactions of dehydroalanines leading to alpha-substituted pyroglutamates

AU - Baker, S R

AU - Goodall, K

AU - Parsons, A F

AU - Wilson, M

PY - 2000/7

Y1 - 2000/7

N2 - Tributyltin hydride-mediated cyclisation of dehydroalanines produces an intermediate captodative radical, which can be trapped by reaction with oxygen- or carbon-centred radicals or (principally) electron-poor alkenes, to provide a quick approach to a variety of alpha-substituted pyroglutamates.

AB - Tributyltin hydride-mediated cyclisation of dehydroalanines produces an intermediate captodative radical, which can be trapped by reaction with oxygen- or carbon-centred radicals or (principally) electron-poor alkenes, to provide a quick approach to a variety of alpha-substituted pyroglutamates.

KW - RADICAL CYCLIZATION

KW - SECONDARY AMIDES

KW - PYRROLIDINONES

KW - 5-ENDO-TRIG

KW - 4-EXO-TRIG

M3 - Article

SN - 0308-2342

SP - 312

EP - 313

JO - JOURNAL OF CHEMICAL RESEARCH-S

JF - JOURNAL OF CHEMICAL RESEARCH-S

IS - 7

ER -