Formal total synthesis of (+)-C9-deoxyomuralide from l-leucine using a double sacrificial chirality transfer approach

Philip C. Bulman Page; Ross L. Goodyear; Alexandra E. Horton; Yohan Chan; Rehana Karim; Maria A. O'Connell; Christopher Hamilton; Alexandra M. Z. Slawin; Benjamin R. Buckley; Steven M. Allin

doi:10.1021/acs.joc.7b02078

Formal total synthesis of (+)-C9-deoxyomuralide from l-leucine using a double sacrificial chirality transfer approach

Philip C. Bulman Page, Ross L. Goodyear, Alexandra E. Horton, Yohan Chan, Rehana Karim, Maria A. O'Connell, Christopher Hamilton, Alexandra M. Z. Slawin, Benjamin R. Buckley, Steven M. Allin

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

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Abstract

Formal stereocontrolled syntheses of (±)- and (+)-C9-deoxyomuralide is reported, constituting one of the shortest routes to the full carbon skeleton reported to date.

Original language	English
Pages (from-to)	12209–12223
Number of pages	15
Journal	The Journal of Organic Chemistry
Volume	82
Issue number	23
Early online date	7 Nov 2017
DOIs	https://doi.org/10.1021/acs.joc.7b02078
Publication status	Published - 1 Dec 2017

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10.1021/acs.joc.7b02078

Accepted manuscriptAccepted author manuscript, 1.06 MB

Christopher Hamilton
- C.Hamiltonuea.acuk
- School of Chemistry, Pharmacy and Pharmacology - Associate Professor
Person: Academic, Teaching & Research
Maria O'Connell
- M.OConnelluea.acuk
- Faculty of Science - Associate Dean for Research
- School of Chemistry, Pharmacy and Pharmacology - Professor of Cell Biology
- Molecular and Tissue Pharmacology - Group Lead
- HealthUEA - Steering Committee Member
Person: Research Group Member, Academic, Teaching & Research

Cite this

Bulman Page, P. C., Goodyear, R. L., Horton, A. E., Chan, Y., Karim, R., O'Connell, M. A., Hamilton, C., Slawin, A. M. Z., Buckley, B. R., & Allin, S. M. (2017). Formal total synthesis of (+)-C9-deoxyomuralide from l-leucine using a double sacrificial chirality transfer approach. The Journal of Organic Chemistry, 82(23), 12209–12223. https://doi.org/10.1021/acs.joc.7b02078

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title = "Formal total synthesis of (+)-C9-deoxyomuralide from l-leucine using a double sacrificial chirality transfer approach",

abstract = "Formal stereocontrolled syntheses of (±)- and (+)-C9-deoxyomuralide is reported, constituting one of the shortest routes to the full carbon skeleton reported to date.",

author = "{Bulman Page}, {Philip C.} and Goodyear, {Ross L.} and Horton, {Alexandra E.} and Yohan Chan and Rehana Karim and O'Connell, {Maria A.} and Christopher Hamilton and Slawin, {Alexandra M. Z.} and Buckley, {Benjamin R.} and Allin, {Steven M.}",

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doi = "10.1021/acs.joc.7b02078",

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T1 - Formal total synthesis of (+)-C9-deoxyomuralide from l-leucine using a double sacrificial chirality transfer approach

AU - Bulman Page, Philip C.

AU - Goodyear, Ross L.

AU - Horton, Alexandra E.

AU - Chan, Yohan

AU - Karim, Rehana

AU - O'Connell, Maria A.

AU - Hamilton, Christopher

AU - Slawin, Alexandra M. Z.

AU - Buckley, Benjamin R.

AU - Allin, Steven M.

PY - 2017/12/1

Y1 - 2017/12/1

N2 - Formal stereocontrolled syntheses of (±)- and (+)-C9-deoxyomuralide is reported, constituting one of the shortest routes to the full carbon skeleton reported to date.

AB - Formal stereocontrolled syntheses of (±)- and (+)-C9-deoxyomuralide is reported, constituting one of the shortest routes to the full carbon skeleton reported to date.

U2 - 10.1021/acs.joc.7b02078

DO - 10.1021/acs.joc.7b02078

M3 - Article

VL - 82

SP - 12209

EP - 12223

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 23

ER -

Formal total synthesis of (+)-C9-deoxyomuralide from l-leucine using a double sacrificial chirality transfer approach

Abstract

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Christopher Hamilton

Maria O'Connell

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