Diastereoselective synthesis of 2-phenylselenenyl-1,3-anti-diols and 2-phenylselenenyl-1,3-anti-azido-alcohols via hydroxy- and azido-selenenylation reactions

Serena Riela; Carmela Aprile; Michelangelo Gruttadauria; Paolo Lo Meo; Renato Noto

Diastereoselective synthesis of 2-phenylselenenyl-1,3-anti-diols and 2-phenylselenenyl-1,3-anti-azido-alcohols via hydroxy- and azido-selenenylation reactions

Serena Riela, Carmela Aprile, Michelangelo Gruttadauria, Paolo Lo Meo, Renato Noto

Unit of nanomaterials chemistry

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

Abstract

A method to synthesize 2-phenylselenenyl-1,3-anti-diols and 2-phenylselenenyl-1,3-anti-azidoalcohols via hydroxy- or azido-selenenylation of trans-allylic alcohols is reported. Moreover, the first example of hydroxyl-selenenylation of an allylic azide is presented. Yields ranging from moderate to good and diastereomeric ratios up to 95:5 are achieved.

Original language	English
Pages (from-to)	383-393
Number of pages	11
Journal	Molecules
Volume	10
Issue number	2
Publication status	Published - Feb 2005

Keywords

Azides
Diols
Seleniraniun ion

Cite this

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title = "Diastereoselective synthesis of 2-phenylselenenyl-1,3-anti-diols and 2-phenylselenenyl-1,3-anti-azido-alcohols via hydroxy- and azido-selenenylation reactions",

abstract = "A method to synthesize 2-phenylselenenyl-1,3-anti-diols and 2-phenylselenenyl-1,3-anti-azidoalcohols via hydroxy- or azido-selenenylation of trans-allylic alcohols is reported. Moreover, the first example of hydroxyl-selenenylation of an allylic azide is presented. Yields ranging from moderate to good and diastereomeric ratios up to 95:5 are achieved.",

keywords = "Azides, Diols, Seleniraniun ion",

author = "Serena Riela and Carmela Aprile and Michelangelo Gruttadauria and {Lo Meo}, Paolo and Renato Noto",

year = "2005",

month = feb,

language = "English",

volume = "10",

pages = "383--393",

journal = "Molecules",

issn = "1420-3049",

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T1 - Diastereoselective synthesis of 2-phenylselenenyl-1,3-anti-diols and 2-phenylselenenyl-1,3-anti-azido-alcohols via hydroxy- and azido-selenenylation reactions

AU - Riela, Serena

AU - Aprile, Carmela

AU - Gruttadauria, Michelangelo

AU - Lo Meo, Paolo

AU - Noto, Renato

PY - 2005/2

Y1 - 2005/2

N2 - A method to synthesize 2-phenylselenenyl-1,3-anti-diols and 2-phenylselenenyl-1,3-anti-azidoalcohols via hydroxy- or azido-selenenylation of trans-allylic alcohols is reported. Moreover, the first example of hydroxyl-selenenylation of an allylic azide is presented. Yields ranging from moderate to good and diastereomeric ratios up to 95:5 are achieved.

AB - A method to synthesize 2-phenylselenenyl-1,3-anti-diols and 2-phenylselenenyl-1,3-anti-azidoalcohols via hydroxy- or azido-selenenylation of trans-allylic alcohols is reported. Moreover, the first example of hydroxyl-selenenylation of an allylic azide is presented. Yields ranging from moderate to good and diastereomeric ratios up to 95:5 are achieved.

KW - Azides

KW - Diols

KW - Seleniraniun ion

UR - http://www.scopus.com/inward/record.url?scp=18244393767&partnerID=8YFLogxK

M3 - Article

C2 - 18007309

AN - SCOPUS:18244393767

SN - 1420-3049

VL - 10

SP - 383

EP - 393

JO - Molecules

JF - Molecules

IS - 2

ER -

Diastereoselective synthesis of 2-phenylselenenyl-1,3-anti-diols and 2-phenylselenenyl-1,3-anti-azido-alcohols via hydroxy- and azido-selenenylation reactions

Abstract

Keywords

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