Diastereoselective synthesis of substituted tetrahydrothiopyrans via (3,5)-thionium-ene cyclization reaction

Somasekhar Bondalapati; Paramartha Gogoi; Kiran Indukuri; Anil K. Saikia

doi:10.1021/jo2023944

Diastereoselective synthesis of substituted tetrahydrothiopyrans via (3,5)-thionium-ene cyclization reaction

Somasekhar Bondalapati, Paramartha Gogoi, Kiran Indukuri, Anil K. Saikia

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

24 Scopus citations

Abstract

Tetrahydrothiopyrans have been efficiently synthesized in good yields with excellent diastereoselectivity from aldehydes and substituted 5-methylhex-4-ene-1-thiol via (3,5)-thionium-ene cyclization reaction mediated by boron trifluoride etherate.

Original language	English
Pages (from-to)	2508-2512
Number of pages	5
Journal	Journal of Organic Chemistry
Volume	77
Issue number	5
DOIs	https://doi.org/10.1021/jo2023944
State	Published - 2 Mar 2012
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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title = "Diastereoselective synthesis of substituted tetrahydrothiopyrans via (3,5)-thionium-ene cyclization reaction",

abstract = "Tetrahydrothiopyrans have been efficiently synthesized in good yields with excellent diastereoselectivity from aldehydes and substituted 5-methylhex-4-ene-1-thiol via (3,5)-thionium-ene cyclization reaction mediated by boron trifluoride etherate.",

author = "Somasekhar Bondalapati and Paramartha Gogoi and Kiran Indukuri and Saikia, {Anil K.}",

year = "2012",

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doi = "10.1021/jo2023944",

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journal = "Journal of Organic Chemistry",

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T1 - Diastereoselective synthesis of substituted tetrahydrothiopyrans via (3,5)-thionium-ene cyclization reaction

AU - Bondalapati, Somasekhar

AU - Gogoi, Paramartha

AU - Indukuri, Kiran

AU - Saikia, Anil K.

PY - 2012/3/2

Y1 - 2012/3/2

N2 - Tetrahydrothiopyrans have been efficiently synthesized in good yields with excellent diastereoselectivity from aldehydes and substituted 5-methylhex-4-ene-1-thiol via (3,5)-thionium-ene cyclization reaction mediated by boron trifluoride etherate.

AB - Tetrahydrothiopyrans have been efficiently synthesized in good yields with excellent diastereoselectivity from aldehydes and substituted 5-methylhex-4-ene-1-thiol via (3,5)-thionium-ene cyclization reaction mediated by boron trifluoride etherate.

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U2 - 10.1021/jo2023944

DO - 10.1021/jo2023944

M3 - Article

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AN - SCOPUS:84857891389

SN - 0022-3263

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SP - 2508

EP - 2512

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 5

ER -

Diastereoselective synthesis of substituted tetrahydrothiopyrans via (3,5)-thionium-ene cyclization reaction

Abstract

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