Rearrangements and racemisation during the synthesis of L-serine derived oxazolidin-2-ones

Sean P. Bew; Steven D. Bull; Stephen G. Davies; Edward D. Savory; David J. Watkin

doi:10.1016/S0040-4020(02)01223-1

Rearrangements and racemisation during the synthesis of L-serine derived oxazolidin-2-ones

Sean P. Bew, Steven D. Bull, Stephen G. Davies, Edward D. Savory, David J. Watkin

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

35 Citations (Scopus)

Abstract

The propensity for N-Boc-4-hydroxymethyl-oxazolidin-2-ones to undergo rapid O-O and N-O carbonyl transfer makes these L-serine derived chiral auxiliaries unsuitable for attachment to polymers. © 2002 Elsevier Science Ltd. All rights reserved.

Original language	English
Pages (from-to)	9387-9401
Number of pages	15
Journal	Tetrahedron
Volume	58
Issue number	46
DOIs	https://doi.org/10.1016/S0040-4020(02)01223-1
Publication status	Published - 11 Nov 2002

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title = "Rearrangements and racemisation during the synthesis of L-serine derived oxazolidin-2-ones",

abstract = "The propensity for N-Boc-4-hydroxymethyl-oxazolidin-2-ones to undergo rapid O-O and N-O carbonyl transfer makes these L-serine derived chiral auxiliaries unsuitable for attachment to polymers. {\textcopyright} 2002 Elsevier Science Ltd. All rights reserved.",

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AU - Bew, Sean P.

AU - Bull, Steven D.

AU - Davies, Stephen G.

AU - Savory, Edward D.

AU - Watkin, David J.

PY - 2002/11/11

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N2 - The propensity for N-Boc-4-hydroxymethyl-oxazolidin-2-ones to undergo rapid O-O and N-O carbonyl transfer makes these L-serine derived chiral auxiliaries unsuitable for attachment to polymers. © 2002 Elsevier Science Ltd. All rights reserved.

AB - The propensity for N-Boc-4-hydroxymethyl-oxazolidin-2-ones to undergo rapid O-O and N-O carbonyl transfer makes these L-serine derived chiral auxiliaries unsuitable for attachment to polymers. © 2002 Elsevier Science Ltd. All rights reserved.

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U2 - 10.1016/S0040-4020(02)01223-1

DO - 10.1016/S0040-4020(02)01223-1

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JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 46

ER -

Rearrangements and racemisation during the synthesis of L-serine derived oxazolidin-2-ones

Abstract

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