CeCl3·7H2O-NaI catalyzed intramolecular addition reactions of 7-hydroxy-1,3-dienes: a facile approach to hexahydrobenzofurans and tetrahydrofurans

Ming Chang P. Yeh; Wei Jou Yeh; Ling Hsien Tu; Jia Ru Wu

doi:10.1016/j.tet.2006.05.026

CeCl₃·7H₂O-NaI catalyzed intramolecular addition reactions of 7-hydroxy-1,3-dienes: a facile approach to hexahydrobenzofurans and tetrahydrofurans

Ming Chang P. Yeh^*, Wei Jou Yeh, Ling Hsien Tu, Jia Ru Wu

^*Corresponding author for this work

Department of Chemistry

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

16 Citations (Scopus)

Abstract

CeCl₃·7H₂O-NaI effectively catalyzed intramolecular cyclization of cyclic 7-hydroxy-1,3-dienes, yielding hexahydrobenzofurans in diastereoselective fashion. This cyclization has been applied to synthesize tetrahydrofurans from acyclic 7-hydroxy-1,3-dienes.

Original language	English
Pages (from-to)	7466-7470
Number of pages	5
Journal	Tetrahedron
Volume	62
Issue number	31
DOIs	https://doi.org/10.1016/j.tet.2006.05.026
Publication status	Published - 2006 Jul 31

Keywords

7-Hydroxy-1,3-diene
Cerium chloride
Hydroalkoxylation

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.tet.2006.05.026

Cite this

@article{c714ca4f15ad4e2996e5ba523759dec8,

title = "CeCl3·7H2O-NaI catalyzed intramolecular addition reactions of 7-hydroxy-1,3-dienes: a facile approach to hexahydrobenzofurans and tetrahydrofurans",

abstract = "CeCl3·7H2O-NaI effectively catalyzed intramolecular cyclization of cyclic 7-hydroxy-1,3-dienes, yielding hexahydrobenzofurans in diastereoselective fashion. This cyclization has been applied to synthesize tetrahydrofurans from acyclic 7-hydroxy-1,3-dienes.",

keywords = "7-Hydroxy-1,3-diene, Cerium chloride, Hydroalkoxylation",

author = "Yeh, {Ming Chang P.} and Yeh, {Wei Jou} and Tu, {Ling Hsien} and Wu, {Jia Ru}",

note = "Funding Information: We are grateful to the National Science Council of Republic of China for the financial support (NSC 93-2113-M-003-009).",

year = "2006",

month = jul,

day = "31",

doi = "10.1016/j.tet.2006.05.026",

language = "English",

volume = "62",

pages = "7466--7470",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Limited",

number = "31",

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TY - JOUR

T1 - CeCl3·7H2O-NaI catalyzed intramolecular addition reactions of 7-hydroxy-1,3-dienes

T2 - a facile approach to hexahydrobenzofurans and tetrahydrofurans

AU - Yeh, Ming Chang P.

AU - Yeh, Wei Jou

AU - Tu, Ling Hsien

AU - Wu, Jia Ru

N1 - Funding Information: We are grateful to the National Science Council of Republic of China for the financial support (NSC 93-2113-M-003-009).

PY - 2006/7/31

Y1 - 2006/7/31

N2 - CeCl3·7H2O-NaI effectively catalyzed intramolecular cyclization of cyclic 7-hydroxy-1,3-dienes, yielding hexahydrobenzofurans in diastereoselective fashion. This cyclization has been applied to synthesize tetrahydrofurans from acyclic 7-hydroxy-1,3-dienes.

AB - CeCl3·7H2O-NaI effectively catalyzed intramolecular cyclization of cyclic 7-hydroxy-1,3-dienes, yielding hexahydrobenzofurans in diastereoselective fashion. This cyclization has been applied to synthesize tetrahydrofurans from acyclic 7-hydroxy-1,3-dienes.

KW - 7-Hydroxy-1,3-diene

KW - Cerium chloride

KW - Hydroalkoxylation

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DO - 10.1016/j.tet.2006.05.026

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SP - 7466

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JO - Tetrahedron

JF - Tetrahedron

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