Synthesis of Curvulone B Using the 2-Chlorobenzyl Protecting Group

Roderick W. Bates; Kongchen Wang; Guanying Zhou; Dave Zhihong Kang

doi:10.1055/s-0034-1379988

Synthesis of Curvulone B Using the 2-Chlorobenzyl Protecting Group

Roderick W. Bates^*, Kongchen Wang, Guanying Zhou, Dave Zhihong Kang

^*Corresponding author for this work

Nanyang Technological University

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

7 Citations (Scopus)

Abstract

A total synthesis of curvulone B has been completed using a Friedel-Crafts reaction and a highly cis-selective intramolecular oxa-Michael addition. The 2-chlorobenzyl protecting group was employed and found to have much greater Lewis acid stability compared to the simple benzyl group.

Original language	English
Pages (from-to)	751-754
Number of pages	4
Journal	Synlett
Volume	26
Issue number	6
DOIs	https://doi.org/10.1055/s-0034-1379988
Publication status	Published - 2015
Externally published	Yes

Bibliographical note

Publisher Copyright:
© Georg Thieme Verlag Stuttgart.

ASJC Scopus Subject Areas

Organic Chemistry

Keywords

cyclization
Friedel-Crafts
metathesis
protecting groups
tetrahydropyran

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10.1055/s-0034-1379988

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abstract = "A total synthesis of curvulone B has been completed using a Friedel-Crafts reaction and a highly cis-selective intramolecular oxa-Michael addition. The 2-chlorobenzyl protecting group was employed and found to have much greater Lewis acid stability compared to the simple benzyl group.",

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AU - Wang, Kongchen

AU - Zhou, Guanying

AU - Kang, Dave Zhihong

N1 - Publisher Copyright: © Georg Thieme Verlag Stuttgart.

PY - 2015

Y1 - 2015

N2 - A total synthesis of curvulone B has been completed using a Friedel-Crafts reaction and a highly cis-selective intramolecular oxa-Michael addition. The 2-chlorobenzyl protecting group was employed and found to have much greater Lewis acid stability compared to the simple benzyl group.

AB - A total synthesis of curvulone B has been completed using a Friedel-Crafts reaction and a highly cis-selective intramolecular oxa-Michael addition. The 2-chlorobenzyl protecting group was employed and found to have much greater Lewis acid stability compared to the simple benzyl group.

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KW - Friedel-Crafts

KW - metathesis

KW - protecting groups

KW - tetrahydropyran

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Synthesis of Curvulone B Using the 2-Chlorobenzyl Protecting Group

Abstract

Bibliographical note

ASJC Scopus Subject Areas

Keywords

Access to Document

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