Iodine-induced cyclization reaction of endo-thioester substituted norbornenes followed by methylthio group rearrangement

Hsien Jen Wu; Shih Hwa Tsai; Wen-Sheng Chung

doi:10.1016/0040-4039(96)01869-2

Iodine-induced cyclization reaction of endo-thioester substituted norbornenes followed by methylthio group rearrangement

Hsien Jen Wu, Shih Hwa Tsai, Wen-Sheng Chung

National Chiao Tung University

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

26 Scopus citations

Abstract

Treatment of the endo-thioester group substituted norbornenes 3a-3d with iodine in aqueous tetrahydrofuran at 25°C gave the novel methylthio group rearranged lactonization products 4a-4d in 80% yields; iodolactonization reaction of 9 was applied to the synthesis of novel diacetal trioxa-cage compound 13.

Original language	English
Pages (from-to)	8209-8212
Number of pages	4
Journal	Tetrahedron Letters
Volume	37
Issue number	45
DOIs	https://doi.org/10.1016/0040-4039(96)01869-2
State	Published - 4 Nov 1996

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title = "Iodine-induced cyclization reaction of endo-thioester substituted norbornenes followed by methylthio group rearrangement",

abstract = "Treatment of the endo-thioester group substituted norbornenes 3a-3d with iodine in aqueous tetrahydrofuran at 25°C gave the novel methylthio group rearranged lactonization products 4a-4d in 80% yields; iodolactonization reaction of 9 was applied to the synthesis of novel diacetal trioxa-cage compound 13.",

author = "Wu, {Hsien Jen} and Tsai, {Shih Hwa} and Wen-Sheng Chung",

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AU - Wu, Hsien Jen

AU - Tsai, Shih Hwa

AU - Chung, Wen-Sheng

PY - 1996/11/4

Y1 - 1996/11/4

N2 - Treatment of the endo-thioester group substituted norbornenes 3a-3d with iodine in aqueous tetrahydrofuran at 25°C gave the novel methylthio group rearranged lactonization products 4a-4d in 80% yields; iodolactonization reaction of 9 was applied to the synthesis of novel diacetal trioxa-cage compound 13.

AB - Treatment of the endo-thioester group substituted norbornenes 3a-3d with iodine in aqueous tetrahydrofuran at 25°C gave the novel methylthio group rearranged lactonization products 4a-4d in 80% yields; iodolactonization reaction of 9 was applied to the synthesis of novel diacetal trioxa-cage compound 13.

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DO - 10.1016/0040-4039(96)01869-2

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EP - 8212

JO - Tetrahedron Letters

JF - Tetrahedron Letters

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