A New Approach to the Cedrane Ring System via Intramolecular [4 + 2] Tropone-Olefin Cycloaddition. Total Synthesis of (±)-α- and (±)-β-Pipitzol

Raymond L. Funk; Gary L. Bolton

doi:10.1021/jo00390a042

A New Approach to the Cedrane Ring System via Intramolecular [4 + 2] Tropone-Olefin Cycloaddition. Total Synthesis of (±)-α- and (±)-β-Pipitzol

Raymond L. Funk, Gary L. Bolton

Chemistry

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

13 Scopus citations

Abstract

A new strategy for the preparation of poly-carbocyclic natural products is demonstrated by a concise transformation of an intramolecular tropone-olefin cy-cloadduct (3) to the cedrane ring system of the pipitzols (1a, b).

Original language	English (US)
Pages (from-to)	3173-3174
Number of pages	2
Journal	Journal of Organic Chemistry
Volume	52
Issue number	14
DOIs	https://doi.org/10.1021/jo00390a042
State	Published - Jul 1 1987

All Science Journal Classification (ASJC) codes

Organic Chemistry

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10.1021/jo00390a042

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title = "A New Approach to the Cedrane Ring System via Intramolecular [4 + 2] Tropone-Olefin Cycloaddition. Total Synthesis of (±)-α- and (±)-β-Pipitzol",

abstract = "A new strategy for the preparation of poly-carbocyclic natural products is demonstrated by a concise transformation of an intramolecular tropone-olefin cy-cloadduct (3) to the cedrane ring system of the pipitzols (1a, b).",

author = "Funk, {Raymond L.} and Bolton, {Gary L.}",

year = "1987",

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T1 - A New Approach to the Cedrane Ring System via Intramolecular [4 + 2] Tropone-Olefin Cycloaddition. Total Synthesis of (±)-α- and (±)-β-Pipitzol

AU - Funk, Raymond L.

AU - Bolton, Gary L.

PY - 1987/7/1

Y1 - 1987/7/1

N2 - A new strategy for the preparation of poly-carbocyclic natural products is demonstrated by a concise transformation of an intramolecular tropone-olefin cy-cloadduct (3) to the cedrane ring system of the pipitzols (1a, b).

AB - A new strategy for the preparation of poly-carbocyclic natural products is demonstrated by a concise transformation of an intramolecular tropone-olefin cy-cloadduct (3) to the cedrane ring system of the pipitzols (1a, b).

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U2 - 10.1021/jo00390a042

DO - 10.1021/jo00390a042

M3 - Letter

AN - SCOPUS:8344278386

SN - 0022-3263

VL - 52

SP - 3173

EP - 3174

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 14

ER -

A New Approach to the Cedrane Ring System via Intramolecular [4 + 2] Tropone-Olefin Cycloaddition. Total Synthesis of (±)-α- and (±)-β-Pipitzol

Abstract

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