Diverse cyclization catalyzed by in(OTf)3 for the convergent assembly of substituted tetrahydrofurans and tetrahydropyrans

Teck Peng Loh; Qi Ying Hu; Kui Thong Tan; Hin Soon Cheng

doi:10.1021/ol016228o

Diverse cyclization catalyzed by in(OTf)₃ for the convergent assembly of substituted tetrahydrofurans and tetrahydropyrans

Teck Peng Loh^*, Qi Ying Hu, Kui Thong Tan, Hin Soon Cheng

^*Corresponding author for this work

National University of Singapore

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

92 Citations (Scopus)

Abstract

(Equation presented) A novel In(OTf)₃-catalyzed (3,5) oxonium-ene type cyclization for the facile construction of various multisubstituted tetrahydrofurans and tetrahydropyrans was successfully developed. Further mechanistic investigations unveiled an In(OTf)₃-catalyzed skeletal reorganization of the tetrahydrofuran to its thermodynamic isomer under thermal conditions.

Original language	English
Pages (from-to)	2669-2672
Number of pages	4
Journal	Organic Letters
Volume	3
Issue number	17
DOIs	https://doi.org/10.1021/ol016228o
Publication status	Published - Aug 23 2001
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "(Equation presented) A novel In(OTf)3-catalyzed (3,5) oxonium-ene type cyclization for the facile construction of various multisubstituted tetrahydrofurans and tetrahydropyrans was successfully developed. Further mechanistic investigations unveiled an In(OTf)3-catalyzed skeletal reorganization of the tetrahydrofuran to its thermodynamic isomer under thermal conditions.",

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AU - Cheng, Hin Soon

PY - 2001/8/23

Y1 - 2001/8/23

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AB - (Equation presented) A novel In(OTf)3-catalyzed (3,5) oxonium-ene type cyclization for the facile construction of various multisubstituted tetrahydrofurans and tetrahydropyrans was successfully developed. Further mechanistic investigations unveiled an In(OTf)3-catalyzed skeletal reorganization of the tetrahydrofuran to its thermodynamic isomer under thermal conditions.

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Diverse cyclization catalyzed by in(OTf)₃ for the convergent assembly of substituted tetrahydrofurans and tetrahydropyrans

Abstract

ASJC Scopus Subject Areas

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