Aminoaldehyde-ene reaction: Stereoselective route to β-amino alcohols

Mikami Koichi; Kaneko Masami; Loh Teck-Peng; Terada Masahiro; Nakai Takeshi

doi:10.1016/S0040-4039(00)97503-8

Aminoaldehyde-ene reaction: Stereoselective route to β-amino alcohols

Mikami Koichi^*, Kaneko Masami, Loh Teck-Peng, Terada Masahiro, Nakai Takeshi

^*Corresponding author for this work

Tokyo Institute of Technology

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

50 Citations (Scopus)

Abstract

The Lewis acid-promoted ene reactions with α-amino aldehydes as enophiles have been developed and shown to attain high level of syn-diastereofacial control, by the judicious choice of the amino-protecting group and the Lewis acid employed. The aldol-type reactions of ketene silyl acetals with α-amino aldehydes have also been developed to afford high level of either syn- or anti-diastereofacial control.

Original language	English
Pages (from-to)	3909-3912
Number of pages	4
Journal	Tetrahedron Letters
Volume	31
Issue number	27
DOIs	https://doi.org/10.1016/S0040-4039(00)97503-8
Publication status	Published - 1990
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Aminoaldehyde-ene reaction: Stereoselective route to β-amino alcohols",

abstract = "The Lewis acid-promoted ene reactions with α-amino aldehydes as enophiles have been developed and shown to attain high level of syn-diastereofacial control, by the judicious choice of the amino-protecting group and the Lewis acid employed. The aldol-type reactions of ketene silyl acetals with α-amino aldehydes have also been developed to afford high level of either syn- or anti-diastereofacial control.",

author = "Mikami Koichi and Kaneko Masami and Loh Teck-Peng and Terada Masahiro and Nakai Takeshi",

year = "1990",

doi = "10.1016/S0040-4039(00)97503-8",

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pages = "3909--3912",

journal = "Tetrahedron Letters",

issn = "0040-4039",

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T1 - Aminoaldehyde-ene reaction

T2 - Stereoselective route to β-amino alcohols

AU - Koichi, Mikami

AU - Masami, Kaneko

AU - Teck-Peng, Loh

AU - Masahiro, Terada

AU - Takeshi, Nakai

PY - 1990

Y1 - 1990

N2 - The Lewis acid-promoted ene reactions with α-amino aldehydes as enophiles have been developed and shown to attain high level of syn-diastereofacial control, by the judicious choice of the amino-protecting group and the Lewis acid employed. The aldol-type reactions of ketene silyl acetals with α-amino aldehydes have also been developed to afford high level of either syn- or anti-diastereofacial control.

AB - The Lewis acid-promoted ene reactions with α-amino aldehydes as enophiles have been developed and shown to attain high level of syn-diastereofacial control, by the judicious choice of the amino-protecting group and the Lewis acid employed. The aldol-type reactions of ketene silyl acetals with α-amino aldehydes have also been developed to afford high level of either syn- or anti-diastereofacial control.

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U2 - 10.1016/S0040-4039(00)97503-8

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 27

ER -

Aminoaldehyde-ene reaction: Stereoselective route to β-amino alcohols

Abstract

ASJC Scopus Subject Areas

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