A direct and efficient stereoconservative procedure for the selective oxidation of N-protected β-amino alcohols

Marta Ocejo; Jose L. Vicario; Dolores Badía; Luisa Carrillo; Efraim Reyes

doi:10.1055/s-2005-871947

A direct and efficient stereoconservative procedure for the selective oxidation of N-protected β-amino alcohols

Marta Ocejo
, Jose L. Vicario
, Dolores Badía^*
, Luisa Carrillo
, Efraim Reyes

^*Corresponding author for this work

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

27 Citations (Scopus)

Abstract

An efficient, very simple and eco-friendly procedure has been developed for the synthesis of highly enantioenriched α-amino aldehydes by IBX-mediated oxidation of the corresponding β-amino alcohols. The procedure has been applied to a wide range of substrates with different side chains and protecting groups showing that the final aldehydes can be obtained in very high yields and with no racemization at the stereogenic center present in the starting compounds.

Original language	English
Pages (from-to)	2110-2112
Number of pages	3
Journal	Synlett
Issue number	13
DOIs	https://doi.org/10.1055/s-2005-871947
Publication status	Published - 19 Aug 2005
Externally published	Yes

Keywords

Amino alcohols
Amino aldehydes
Green chemistry
Iodine
Oxidations

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10.1055/s-2005-871947

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title = "A direct and efficient stereoconservative procedure for the selective oxidation of N-protected β-amino alcohols",

abstract = "An efficient, very simple and eco-friendly procedure has been developed for the synthesis of highly enantioenriched α-amino aldehydes by IBX-mediated oxidation of the corresponding β-amino alcohols. The procedure has been applied to a wide range of substrates with different side chains and protecting groups showing that the final aldehydes can be obtained in very high yields and with no racemization at the stereogenic center present in the starting compounds.",

keywords = "Amino alcohols, Amino aldehydes, Green chemistry, Iodine, Oxidations",

author = "Marta Ocejo and Vicario, \{Jose L.\} and Dolores Bad{\'i}a and Luisa Carrillo and Efraim Reyes",

year = "2005",

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doi = "10.1055/s-2005-871947",

language = "English",

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T1 - A direct and efficient stereoconservative procedure for the selective oxidation of N-protected β-amino alcohols

AU - Ocejo, Marta

AU - Vicario, Jose L.

AU - Badía, Dolores

AU - Carrillo, Luisa

AU - Reyes, Efraim

PY - 2005/8/19

Y1 - 2005/8/19

N2 - An efficient, very simple and eco-friendly procedure has been developed for the synthesis of highly enantioenriched α-amino aldehydes by IBX-mediated oxidation of the corresponding β-amino alcohols. The procedure has been applied to a wide range of substrates with different side chains and protecting groups showing that the final aldehydes can be obtained in very high yields and with no racemization at the stereogenic center present in the starting compounds.

AB - An efficient, very simple and eco-friendly procedure has been developed for the synthesis of highly enantioenriched α-amino aldehydes by IBX-mediated oxidation of the corresponding β-amino alcohols. The procedure has been applied to a wide range of substrates with different side chains and protecting groups showing that the final aldehydes can be obtained in very high yields and with no racemization at the stereogenic center present in the starting compounds.

KW - Amino alcohols

KW - Amino aldehydes

KW - Green chemistry

KW - Iodine

KW - Oxidations

UR - https://www.scopus.com/pages/publications/23944514379

U2 - 10.1055/s-2005-871947

DO - 10.1055/s-2005-871947

M3 - Article

AN - SCOPUS:23944514379

SN - 0936-5214

SP - 2110

EP - 2112

JO - Synlett

JF - Synlett

IS - 13

ER -

A direct and efficient stereoconservative procedure for the selective oxidation of N-protected β-amino alcohols

Abstract

Keywords

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