Synthetic studies toward anisatin: A formal synthesis of (±)-8-deoxyanisatin

Teck Peng Loh; Qi Ying Hu

doi:10.1021/ol006918c

Synthetic studies toward anisatin: A formal synthesis of (±)-8-deoxyanisatin

Teck Peng Loh^*, Qi Ying Hu

^*Corresponding author for this work

National University of Singapore

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

42 Citations (Scopus)

Abstract

equations presented An efficient strategy to construct the congested C-7a quaternary chiral center of anisatin was developed, by way of an Eschenmoser-Claisen rearrangement. Conversion of the resultant amide to Kende's ε-lactone intermediate 3 in four steps completed a concise formal synthesis of (±)-8-deoxyanisatin (2).

Original language	English
Pages (from-to)	279-281
Number of pages	3
Journal	Organic Letters
Volume	3
Issue number	2
DOIs	https://doi.org/10.1021/ol006918c
Publication status	Published - Jan 25 2001
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol006918c

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title = "Synthetic studies toward anisatin: A formal synthesis of (±)-8-deoxyanisatin",

abstract = "equations presented An efficient strategy to construct the congested C-7a quaternary chiral center of anisatin was developed, by way of an Eschenmoser-Claisen rearrangement. Conversion of the resultant amide to Kende's ε-lactone intermediate 3 in four steps completed a concise formal synthesis of (±)-8-deoxyanisatin (2).",

author = "Loh, \{Teck Peng\} and Hu, \{Qi Ying\}",

year = "2001",

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doi = "10.1021/ol006918c",

language = "English",

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journal = "Organic Letters",

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T1 - Synthetic studies toward anisatin

T2 - A formal synthesis of (±)-8-deoxyanisatin

AU - Loh, Teck Peng

AU - Hu, Qi Ying

PY - 2001/1/25

Y1 - 2001/1/25

N2 - equations presented An efficient strategy to construct the congested C-7a quaternary chiral center of anisatin was developed, by way of an Eschenmoser-Claisen rearrangement. Conversion of the resultant amide to Kende's ε-lactone intermediate 3 in four steps completed a concise formal synthesis of (±)-8-deoxyanisatin (2).

AB - equations presented An efficient strategy to construct the congested C-7a quaternary chiral center of anisatin was developed, by way of an Eschenmoser-Claisen rearrangement. Conversion of the resultant amide to Kende's ε-lactone intermediate 3 in four steps completed a concise formal synthesis of (±)-8-deoxyanisatin (2).

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U2 - 10.1021/ol006918c

DO - 10.1021/ol006918c

M3 - Article

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Synthetic studies toward anisatin: A formal synthesis of (±)-8-deoxyanisatin

Abstract

ASJC Scopus Subject Areas

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