Towards the total synthesis of agariblazeispirol C

William Kerr, Laura Paterson, Andrew J. Sutherland

Research output: Contribution to conferenceSpeech

Abstract

Efforts within our laboratory have focused towards the synthesis of Agariblazeispirol C, 1, which was recently isolated from the cultured mycelia of Agaricus blazei. Our proposed pathway for gaining access to Agariblazeispirol C centres on the strategic employment of metal-mediated cyclisation chemistry. Specifically, an intramolecular Pauson-Khand reaction (PKR) will be used to construct the C/D ring section of the natural target, and a novel intramolecular Heck reaction will establish the key all carbon quaternary centre between rings B and C.

Conference

Conference240th ACS National Meeting & Exposition
CountryUnited States
CityBoston, Massachusetts
Period22/08/1026/08/10

Fingerprint

Cyclization
Carbon
Metals

Keywords

  • total synthesis
  • agariblazeispirol C
  • Agaricus blazei
  • metal-mediated cyclisation
  • Pauson-Khand reaction
  • Heck reaction

Cite this

Kerr, W., Paterson, L., & Sutherland, A. J. (2010). Towards the total synthesis of agariblazeispirol C. 240th ACS National Meeting & Exposition, Boston, Massachusetts, United States.
Kerr, William ; Paterson, Laura ; Sutherland, Andrew J. / Towards the total synthesis of agariblazeispirol C. 240th ACS National Meeting & Exposition, Boston, Massachusetts, United States.
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abstract = "Efforts within our laboratory have focused towards the synthesis of Agariblazeispirol C, 1, which was recently isolated from the cultured mycelia of Agaricus blazei. Our proposed pathway for gaining access to Agariblazeispirol C centres on the strategic employment of metal-mediated cyclisation chemistry. Specifically, an intramolecular Pauson-Khand reaction (PKR) will be used to construct the C/D ring section of the natural target, and a novel intramolecular Heck reaction will establish the key all carbon quaternary centre between rings B and C.",
keywords = "total synthesis, agariblazeispirol C, Agaricus blazei, metal-mediated cyclisation , Pauson-Khand reaction, Heck reaction",
author = "William Kerr and Laura Paterson and Sutherland, {Andrew J.}",
year = "2010",
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note = "240th ACS National Meeting & Exposition ; Conference date: 22-08-2010 Through 26-08-2010",

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Kerr, W, Paterson, L & Sutherland, AJ 2010, 'Towards the total synthesis of agariblazeispirol C' 240th ACS National Meeting & Exposition, Boston, Massachusetts, United States, 22/08/10 - 26/08/10, .

Towards the total synthesis of agariblazeispirol C. / Kerr, William; Paterson, Laura; Sutherland, Andrew J.

2010. 240th ACS National Meeting & Exposition, Boston, Massachusetts, United States.

Research output: Contribution to conferenceSpeech

TY - CONF

T1 - Towards the total synthesis of agariblazeispirol C

AU - Kerr, William

AU - Paterson, Laura

AU - Sutherland, Andrew J.

PY - 2010/8/22

Y1 - 2010/8/22

N2 - Efforts within our laboratory have focused towards the synthesis of Agariblazeispirol C, 1, which was recently isolated from the cultured mycelia of Agaricus blazei. Our proposed pathway for gaining access to Agariblazeispirol C centres on the strategic employment of metal-mediated cyclisation chemistry. Specifically, an intramolecular Pauson-Khand reaction (PKR) will be used to construct the C/D ring section of the natural target, and a novel intramolecular Heck reaction will establish the key all carbon quaternary centre between rings B and C.

AB - Efforts within our laboratory have focused towards the synthesis of Agariblazeispirol C, 1, which was recently isolated from the cultured mycelia of Agaricus blazei. Our proposed pathway for gaining access to Agariblazeispirol C centres on the strategic employment of metal-mediated cyclisation chemistry. Specifically, an intramolecular Pauson-Khand reaction (PKR) will be used to construct the C/D ring section of the natural target, and a novel intramolecular Heck reaction will establish the key all carbon quaternary centre between rings B and C.

KW - total synthesis

KW - agariblazeispirol C

KW - Agaricus blazei

KW - metal-mediated cyclisation

KW - Pauson-Khand reaction

KW - Heck reaction

UR - http://acselb-529643017.us-west-2.elb.amazonaws.com/chem/240nm/program/view.php?obj_id=41379

M3 - Speech

ER -

Kerr W, Paterson L, Sutherland AJ. Towards the total synthesis of agariblazeispirol C. 2010. 240th ACS National Meeting & Exposition, Boston, Massachusetts, United States.