The first total syntheses of (+/-)-preussomerins K and L using 2-arylacetal anion technology

E  Quesada; M  Stockley; R J K  Taylor

doi:10.1016/j.tetlet.2004.04.143

The first total syntheses of (+/-)-preussomerins K and L using 2-arylacetal anion technology

E Quesada, M Stockley, R J K Taylor

Chemistry

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

Abstract

The first syntheses of newly isolated members of the Preussomerin family, Preussomerins K and L, are reported. Key steps include the functionalisation of a 2-arylacetal anion, one-pot Friedel-Crafts cyclisation-deprotection and reductive opening of epoxides. (C) 2004 Published by Elsevier Ltd.

Original language	English
Pages (from-to)	4877-4881
Number of pages	5
Journal	Tetrahedron Letters
Volume	45
Issue number	25
DOIs	https://doi.org/10.1016/j.tetlet.2004.04.143
Publication status	Published - 14 Jun 2004

Keywords

total synthesis
natural products
preussomerins
arylacetal anion
BIOLOGICALLY-ACTIVE METABOLITES
ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS
CRYSTAL-STRUCTURE ANALYSIS
SILYL ENOL ETHERS
STRUCTURE ELUCIDATION
ABSOLUTE-CONFIGURATION
CONIOTHYRIUM-PALMARUM
NATURAL-PRODUCTS
CD CALCULATIONS
FUNGI

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10.1016/j.tetlet.2004.04.143

Cite this

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title = "The first total syntheses of (+/-)-preussomerins K and L using 2-arylacetal anion technology",

abstract = "The first syntheses of newly isolated members of the Preussomerin family, Preussomerins K and L, are reported. Key steps include the functionalisation of a 2-arylacetal anion, one-pot Friedel-Crafts cyclisation-deprotection and reductive opening of epoxides. (C) 2004 Published by Elsevier Ltd.",

keywords = "total synthesis, natural products, preussomerins, arylacetal anion, BIOLOGICALLY-ACTIVE METABOLITES, ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS, CRYSTAL-STRUCTURE ANALYSIS, SILYL ENOL ETHERS, STRUCTURE ELUCIDATION, ABSOLUTE-CONFIGURATION, CONIOTHYRIUM-PALMARUM, NATURAL-PRODUCTS, CD CALCULATIONS, FUNGI",

author = "E Quesada and M Stockley and Taylor, {R J K}",

year = "2004",

month = jun,

day = "14",

doi = "10.1016/j.tetlet.2004.04.143",

language = "English",

volume = "45",

pages = "4877--4881",

journal = "Tetrahedron Letters",

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TY - JOUR

T1 - The first total syntheses of (+/-)-preussomerins K and L using 2-arylacetal anion technology

AU - Quesada, E

AU - Stockley, M

AU - Taylor, R J K

PY - 2004/6/14

Y1 - 2004/6/14

N2 - The first syntheses of newly isolated members of the Preussomerin family, Preussomerins K and L, are reported. Key steps include the functionalisation of a 2-arylacetal anion, one-pot Friedel-Crafts cyclisation-deprotection and reductive opening of epoxides. (C) 2004 Published by Elsevier Ltd.

AB - The first syntheses of newly isolated members of the Preussomerin family, Preussomerins K and L, are reported. Key steps include the functionalisation of a 2-arylacetal anion, one-pot Friedel-Crafts cyclisation-deprotection and reductive opening of epoxides. (C) 2004 Published by Elsevier Ltd.

KW - total synthesis

KW - natural products

KW - preussomerins

KW - arylacetal anion

KW - BIOLOGICALLY-ACTIVE METABOLITES

KW - ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS

KW - CRYSTAL-STRUCTURE ANALYSIS

KW - SILYL ENOL ETHERS

KW - STRUCTURE ELUCIDATION

KW - ABSOLUTE-CONFIGURATION

KW - CONIOTHYRIUM-PALMARUM

KW - NATURAL-PRODUCTS

KW - CD CALCULATIONS

KW - FUNGI

U2 - 10.1016/j.tetlet.2004.04.143

DO - 10.1016/j.tetlet.2004.04.143

M3 - Article

SN - 0040-4039

VL - 45

SP - 4877

EP - 4881

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 25

ER -