Formal synthesis of (+)-lactacystin from L-serine

Philip C. Bulman Page; Ross L. Goodyear; Yohan Chan; Alexandra M. Z. Slawin; Steven M. Allin

doi:10.1039/c9ra07244f

Formal synthesis of (+)-lactacystin from L-serine

Philip C. Bulman Page^*
, Ross L. Goodyear
, Yohan Chan
, Alexandra M. Z. Slawin
, Steven M. Allin

^*Corresponding author for this work

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

Abstract

A formal, stereocontrolled synthesis of lactacystin has been completed from t-Bu-O-L-serine, providing the key intermediate 13, also useful for the generation of a range of C-9 analogues.

Original language	English
Pages (from-to)	30019-30032
Number of pages	14
Journal	RSC Advances
Volume	9
Issue number	51
Early online date	24 Sept 2019
DOIs	https://doi.org/10.1039/c9ra07244f
Publication status	E-pub ahead of print - 24 Sept 2019

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10.1039/c9ra07244fLicence: CC BY

BulmanPage_2019_RSCAdv_Formal_CC
Copyright © 2019 The Author(s). Open Access Article. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Final published version, 1.14 MBLicence: CC BY

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Formal synthesis of (+)-lactacystin from L-serine (dataset)
Bulman Page, P. C. (Creator), Goodyear, R. L. (Creator), Chan, Y. (Creator), Slawin, A. M. Z. (Creator) & Allin, S. M. (Creator), Cambridge Crystallographic Data Centre, 2019
https://dx.doi.org/10.5517/ccdc.csd.cc229ts0 and 4 more links, https://dx.doi.org/10.5517/ccdc.csd.cc229tt1, https://dx.doi.org/10.5517/ccdc.csd.cc229tv2, https://dx.doi.org/10.5517/ccdc.csd.cc229tw3, https://dx.doi.org/10.5517/ccdc.csd.cc229tx4 (show fewer)
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@article{91f2b42266fe484097a194511e5464a9,

title = "Formal synthesis of (+)-lactacystin from L-serine",

abstract = "A formal, stereocontrolled synthesis of lactacystin has been completed from t-Bu-O-L-serine, providing the key intermediate 13, also useful for the generation of a range of C-9 analogues.",

author = "Page, \{Philip C. Bulman\} and Goodyear, \{Ross L.\} and Yohan Chan and Slawin, \{Alexandra M. Z.\} and Allin, \{Steven M.\}",

note = "This investigation has enjoyed the support of Charnwood Molecular Ltd and the University of East Anglia.",

year = "2019",

month = sep,

day = "24",

doi = "10.1039/c9ra07244f",

language = "English",

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pages = "30019--30032",

journal = "RSC Advances",

issn = "2046-2069",

publisher = "Royal Society of Chemistry",

number = "51",

}

TY - JOUR

T1 - Formal synthesis of (+)-lactacystin from L-serine

AU - Page, Philip C. Bulman

AU - Goodyear, Ross L.

AU - Chan, Yohan

AU - Slawin, Alexandra M. Z.

AU - Allin, Steven M.

N1 - This investigation has enjoyed the support of Charnwood Molecular Ltd and the University of East Anglia.

PY - 2019/9/24

Y1 - 2019/9/24

N2 - A formal, stereocontrolled synthesis of lactacystin has been completed from t-Bu-O-L-serine, providing the key intermediate 13, also useful for the generation of a range of C-9 analogues.

AB - A formal, stereocontrolled synthesis of lactacystin has been completed from t-Bu-O-L-serine, providing the key intermediate 13, also useful for the generation of a range of C-9 analogues.

U2 - 10.1039/c9ra07244f

DO - 10.1039/c9ra07244f

M3 - Article

SN - 2046-2069

VL - 9

SP - 30019

EP - 30032

JO - RSC Advances

JF - RSC Advances

IS - 51

ER -

Formal synthesis of (+)-lactacystin from L-serine

Abstract

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Formal synthesis of (+)-lactacystin from L-serine (dataset)

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