Asymmetric synthesis of structural analogues of (+)-clusianone via enantioselective ACC alkylation

Michelle R. Garnsey; Maulen M. Uteuliyev; Don M. Coltart

doi:10.1016/j.tetlet.2015.01.012

Asymmetric synthesis of structural analogues of (+)-clusianone via enantioselective ACC alkylation

Michelle R. Garnsey, Maulen M. Uteuliyev, Don M. Coltart

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

4 Scopus citations

Abstract

The asymmetric total synthesis of four structural analogues of (+)-clusianone from a common advanced intermediate is described. Asymmetric induction is achieved through the use of enantioselective ACC alkylation, providing the common advanced intermediate with an er of 99:1.

Original language	English (US)
Pages (from-to)	3183-3185
Number of pages	3
Journal	Tetrahedron Letters
Volume	56
Issue number	23
DOIs	https://doi.org/10.1016/j.tetlet.2015.01.012
State	Published - Jun 3 2015
Externally published	Yes

Keywords

ACC ketone alkylation
Asymmetric synthesis
Polycyclic polyprenylated acylphloroglucinols
Viral infection

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2015.01.012

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title = "Asymmetric synthesis of structural analogues of (+)-clusianone via enantioselective ACC alkylation",

abstract = "The asymmetric total synthesis of four structural analogues of (+)-clusianone from a common advanced intermediate is described. Asymmetric induction is achieved through the use of enantioselective ACC alkylation, providing the common advanced intermediate with an er of 99:1.",

keywords = "ACC ketone alkylation, Asymmetric synthesis, Polycyclic polyprenylated acylphloroglucinols, Viral infection",

author = "Garnsey, {Michelle R.} and Uteuliyev, {Maulen M.} and Coltart, {Don M.}",

year = "2015",

month = jun,

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doi = "10.1016/j.tetlet.2015.01.012",

language = "English (US)",

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pages = "3183--3185",

journal = "Tetrahedron Letters",

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T1 - Asymmetric synthesis of structural analogues of (+)-clusianone via enantioselective ACC alkylation

AU - Garnsey, Michelle R.

AU - Uteuliyev, Maulen M.

AU - Coltart, Don M.

PY - 2015/6/3

Y1 - 2015/6/3

N2 - The asymmetric total synthesis of four structural analogues of (+)-clusianone from a common advanced intermediate is described. Asymmetric induction is achieved through the use of enantioselective ACC alkylation, providing the common advanced intermediate with an er of 99:1.

AB - The asymmetric total synthesis of four structural analogues of (+)-clusianone from a common advanced intermediate is described. Asymmetric induction is achieved through the use of enantioselective ACC alkylation, providing the common advanced intermediate with an er of 99:1.

KW - ACC ketone alkylation

KW - Asymmetric synthesis

KW - Polycyclic polyprenylated acylphloroglucinols

KW - Viral infection

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U2 - 10.1016/j.tetlet.2015.01.012

DO - 10.1016/j.tetlet.2015.01.012

M3 - Article

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SN - 0040-4039

VL - 56

SP - 3183

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 23

ER -

Asymmetric synthesis of structural analogues of (+)-clusianone via enantioselective ACC alkylation

Abstract

Keywords

ASJC Scopus subject areas

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