Lewis acid-catalyzed one-pot crossed Prins cyclizations using allylchlorosilane as allylating agent

Kok Ping Chan; Teck Peng Loh

doi:10.1016/j.tetlet.2004.09.049

Lewis acid-catalyzed one-pot crossed Prins cyclizations using allylchlorosilane as allylating agent

Kok Ping Chan, Teck Peng Loh

National University of Singapore

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

58 Citations (Scopus)

Abstract

A one-pot multi-component Lewis acid-catalyzed Prins cyclization was developed with high yield and selectivity. The crossed 2,4,6-trisubstituted tetrahydropyran products were formed with high stereoselectivity. This catalytic method could also be used with α,β-unsaturated aldehydes affording moderate yields of products. A one-pot multi-component Lewis acid-catalyzed Prins cyclization was developed with high yield and selectivity. The crossed 2,4,6-trisubstituted tetrahydropyran products were formed with high stereoselectivity. This catalytic method could also be used with α,β-unsaturated aldehydes affording moderate yields of products.

Original language	English
Pages (from-to)	8387-8390
Number of pages	4
Journal	Tetrahedron Letters
Volume	45
Issue number	45
DOIs	https://doi.org/10.1016/j.tetlet.2004.09.049
Publication status	Published - Nov 1 2004
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Drug Discovery
Organic Chemistry

Keywords

In(OTf)
InCl
Prins cyclization
Tetrahydropyran

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10.1016/j.tetlet.2004.09.049

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title = "Lewis acid-catalyzed one-pot crossed Prins cyclizations using allylchlorosilane as allylating agent",

abstract = "A one-pot multi-component Lewis acid-catalyzed Prins cyclization was developed with high yield and selectivity. The crossed 2,4,6-trisubstituted tetrahydropyran products were formed with high stereoselectivity. This catalytic method could also be used with α,β-unsaturated aldehydes affording moderate yields of products. A one-pot multi-component Lewis acid-catalyzed Prins cyclization was developed with high yield and selectivity. The crossed 2,4,6-trisubstituted tetrahydropyran products were formed with high stereoselectivity. This catalytic method could also be used with α,β-unsaturated aldehydes affording moderate yields of products.",

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year = "2004",

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T1 - Lewis acid-catalyzed one-pot crossed Prins cyclizations using allylchlorosilane as allylating agent

AU - Chan, Kok Ping

AU - Loh, Teck Peng

PY - 2004/11/1

Y1 - 2004/11/1

N2 - A one-pot multi-component Lewis acid-catalyzed Prins cyclization was developed with high yield and selectivity. The crossed 2,4,6-trisubstituted tetrahydropyran products were formed with high stereoselectivity. This catalytic method could also be used with α,β-unsaturated aldehydes affording moderate yields of products. A one-pot multi-component Lewis acid-catalyzed Prins cyclization was developed with high yield and selectivity. The crossed 2,4,6-trisubstituted tetrahydropyran products were formed with high stereoselectivity. This catalytic method could also be used with α,β-unsaturated aldehydes affording moderate yields of products.

AB - A one-pot multi-component Lewis acid-catalyzed Prins cyclization was developed with high yield and selectivity. The crossed 2,4,6-trisubstituted tetrahydropyran products were formed with high stereoselectivity. This catalytic method could also be used with α,β-unsaturated aldehydes affording moderate yields of products. A one-pot multi-component Lewis acid-catalyzed Prins cyclization was developed with high yield and selectivity. The crossed 2,4,6-trisubstituted tetrahydropyran products were formed with high stereoselectivity. This catalytic method could also be used with α,β-unsaturated aldehydes affording moderate yields of products.

KW - In(OTf)

KW - InCl

KW - Prins cyclization

KW - Tetrahydropyran

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Lewis acid-catalyzed one-pot crossed Prins cyclizations using allylchlorosilane as allylating agent

Abstract

ASJC Scopus Subject Areas

Keywords

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