A New Approach to Heterocycles: Synthesis of (±)-N-Benzoylmeroquinene Methyl Ester

Raymond Lee Funk; John D. Munger

doi:10.1021/jo00196a048

A New Approach to Heterocycles: Synthesis of (±)-N-Benzoylmeroquinene Methyl Ester

Raymond Lee Funk, John D. Munger

Chemistry

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

26 Scopus citations

Abstract

A new approach to the total synthesis of Nbenzoylmeroquinene methyl ester is described and features the stereospecific Claisen rearrangement of the (E)-silyl ketene acetal derived from azalactone 7 as the key step in the construction of the disubstituted piperidine ring.

Original language	English (US)
Pages (from-to)	4319-4320
Number of pages	2
Journal	Journal of Organic Chemistry
Volume	49
Issue number	22
DOIs	https://doi.org/10.1021/jo00196a048
State	Published - Jan 1 1984

All Science Journal Classification (ASJC) codes

Organic Chemistry

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10.1021/jo00196a048

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title = "A New Approach to Heterocycles: Synthesis of (±)-N-Benzoylmeroquinene Methyl Ester",

abstract = "A new approach to the total synthesis of Nbenzoylmeroquinene methyl ester is described and features the stereospecific Claisen rearrangement of the (E)-silyl ketene acetal derived from azalactone 7 as the key step in the construction of the disubstituted piperidine ring.",

author = "Funk, \{Raymond Lee\} and Munger, \{John D.\}",

year = "1984",

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journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

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T1 - A New Approach to Heterocycles

T2 - Synthesis of (±)-N-Benzoylmeroquinene Methyl Ester

AU - Funk, Raymond Lee

AU - Munger, John D.

PY - 1984/1/1

Y1 - 1984/1/1

N2 - A new approach to the total synthesis of Nbenzoylmeroquinene methyl ester is described and features the stereospecific Claisen rearrangement of the (E)-silyl ketene acetal derived from azalactone 7 as the key step in the construction of the disubstituted piperidine ring.

AB - A new approach to the total synthesis of Nbenzoylmeroquinene methyl ester is described and features the stereospecific Claisen rearrangement of the (E)-silyl ketene acetal derived from azalactone 7 as the key step in the construction of the disubstituted piperidine ring.

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U2 - 10.1021/jo00196a048

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M3 - Article

AN - SCOPUS:0005762473

SN - 0022-3263

VL - 49

SP - 4319

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 22

ER -

A New Approach to Heterocycles: Synthesis of (±)-N-Benzoylmeroquinene Methyl Ester

Abstract

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