Kinetic Resolution in a Bridgehead Lithiation Mediated by a Chiral Bis-lithium Amide: Assignment of the Absolute Configuration of Clusianone

V Rodeschini; Nigel Simpkins; C Wilson

doi:10.1021/jo070225t

Kinetic Resolution in a Bridgehead Lithiation Mediated by a Chiral Bis-lithium Amide: Assignment of the Absolute Configuration of Clusianone

V Rodeschini
, Nigel Simpkins
, C Wilson

Chemistry

Research output: Contribution to journal › Article

56 Citations (Scopus)

Abstract

A chiral base kinetic resolution of an advanced bicyclic intermediate enabled access to the polyprenylated phloroglucinol natural product (+)-clusianone in enantiomerically pure form. X-ray structure determination of another product obtained by the same method then allowed the absolute stereochemistry of (+)-clusianone to be assigned.

Original language	English
Pages (from-to)	4265-4267
Number of pages	3
Journal	The Journal of Organic Chemistry
Volume	72
Issue number	11
DOIs	https://doi.org/10.1021/jo070225t
Publication status	Published - 25 May 2007

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title = "Kinetic Resolution in a Bridgehead Lithiation Mediated by a Chiral Bis-lithium Amide: Assignment of the Absolute Configuration of Clusianone",

abstract = "A chiral base kinetic resolution of an advanced bicyclic intermediate enabled access to the polyprenylated phloroglucinol natural product (+)-clusianone in enantiomerically pure form. X-ray structure determination of another product obtained by the same method then allowed the absolute stereochemistry of (+)-clusianone to be assigned.",

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AU - Rodeschini, V

AU - Simpkins, Nigel

AU - Wilson, C

PY - 2007/5/25

Y1 - 2007/5/25

N2 - A chiral base kinetic resolution of an advanced bicyclic intermediate enabled access to the polyprenylated phloroglucinol natural product (+)-clusianone in enantiomerically pure form. X-ray structure determination of another product obtained by the same method then allowed the absolute stereochemistry of (+)-clusianone to be assigned.

AB - A chiral base kinetic resolution of an advanced bicyclic intermediate enabled access to the polyprenylated phloroglucinol natural product (+)-clusianone in enantiomerically pure form. X-ray structure determination of another product obtained by the same method then allowed the absolute stereochemistry of (+)-clusianone to be assigned.

U2 - 10.1021/jo070225t

DO - 10.1021/jo070225t

M3 - Article

C2 - 17465570

VL - 72

SP - 4265

EP - 4267

JO - The Journal of Organic Chemistry

JF - The Journal of Organic Chemistry

IS - 11

ER -

Kinetic Resolution in a Bridgehead Lithiation Mediated by a Chiral Bis-lithium Amide: Assignment of the Absolute Configuration of Clusianone

Abstract

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