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

National University of Singapore

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

92 Scopus citations

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
State	Published - 23 Aug 2001
Externally published	Yes

Access to Document

10.1021/ol016228o

Cite this

@article{79fa42debdab43b3a1240df7ff1f41ca,

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

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.",

author = "Loh, {Teck Peng} and Hu, {Qi Ying} and Tan, {Kui Thong} and Cheng, {Hin Soon}",

year = "2001",

month = aug,

day = "23",

doi = "10.1021/ol016228o",

language = "英语",

volume = "3",

pages = "2669--2672",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "17",

}

TY - JOUR

T1 - Diverse cyclization catalyzed by in(OTf)3 for the convergent assembly of substituted tetrahydrofurans and tetrahydropyrans

AU - Loh, Teck Peng

AU - Hu, Qi Ying

AU - Tan, Kui Thong

AU - Cheng, Hin Soon

PY - 2001/8/23

Y1 - 2001/8/23

N2 - (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.

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.

UR - http://www.scopus.com/inward/record.url?scp=0001397224&partnerID=8YFLogxK

U2 - 10.1021/ol016228o

DO - 10.1021/ol016228o

M3 - 文章

C2 - 11506605

AN - SCOPUS:0001397224

SN - 1523-7060

VL - 3

SP - 2669

EP - 2672

JO - Organic Letters

JF - Organic Letters

IS - 17

ER -

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

Abstract

Access to Document

Other files and links

Fingerprint

Cite this