Synthesis of the tricyclic core of 5α-capnellenols using asymmetric Heck reaction-carbanion capture process

Wataru Itano; Takashi Ohshima; Masakatsu Shibasaki

doi:10.1055/s-2006-951537

Synthesis of the tricyclic core of 5α-capnellenols using asymmetric Heck reaction-carbanion capture process

Wataru Itano, Takashi Ohshima, Masakatsu Shibasaki

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

12 Citations (Scopus)

Abstract

The tricyclic core of 5α-capnellenols was synthesized using an asymmetric Heck reaction-carbanion capture process and an intramolecular nitrile oxide cycloaddition as key ring construction steps. Moreover, the desired C5-α-OH product was obtained through a retroaldol and aldol epimerization process of the C5-β-OH tricyclic compound.

Original language	English
Pages (from-to)	3053-3056
Number of pages	4
Journal	Synlett
Issue number	18
DOIs	https://doi.org/10.1055/s-2006-951537
Publication status	Published - Nov 3 2006
Externally published	Yes

All Science Journal Classification (ASJC) codes

Organic Chemistry

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10.1055/s-2006-951537

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title = "Synthesis of the tricyclic core of 5α-capnellenols using asymmetric Heck reaction-carbanion capture process",

abstract = "The tricyclic core of 5α-capnellenols was synthesized using an asymmetric Heck reaction-carbanion capture process and an intramolecular nitrile oxide cycloaddition as key ring construction steps. Moreover, the desired C5-α-OH product was obtained through a retroaldol and aldol epimerization process of the C5-β-OH tricyclic compound.",

author = "Wataru Itano and Takashi Ohshima and Masakatsu Shibasaki",

year = "2006",

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doi = "10.1055/s-2006-951537",

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AU - Ohshima, Takashi

AU - Shibasaki, Masakatsu

PY - 2006/11/3

Y1 - 2006/11/3

N2 - The tricyclic core of 5α-capnellenols was synthesized using an asymmetric Heck reaction-carbanion capture process and an intramolecular nitrile oxide cycloaddition as key ring construction steps. Moreover, the desired C5-α-OH product was obtained through a retroaldol and aldol epimerization process of the C5-β-OH tricyclic compound.

AB - The tricyclic core of 5α-capnellenols was synthesized using an asymmetric Heck reaction-carbanion capture process and an intramolecular nitrile oxide cycloaddition as key ring construction steps. Moreover, the desired C5-α-OH product was obtained through a retroaldol and aldol epimerization process of the C5-β-OH tricyclic compound.

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ER -

Synthesis of the tricyclic core of 5α-capnellenols using asymmetric Heck reaction-carbanion capture process

Abstract

All Science Journal Classification (ASJC) codes

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