trans-Cyclopropyl β-amino acid derivatives via asymmetric cyclopropanation using a (Salen)Ru(II) catalyst

Jason A. Miller; Edward J. Hennessy; Will J. Marshall; Mark A. Scialdone; Son Binh T. Nguyen

doi:10.1021/jo0344079

trans-Cyclopropyl β-amino acid derivatives via asymmetric cyclopropanation using a (Salen)Ru(II) catalyst

Jason A. Miller, Edward J. Hennessy, Will J. Marshall, Mark A. Scialdone^*, Son Binh T. Nguyen

^*Corresponding author for this work

Chemistry

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

31 Scopus citations

Abstract

trans-Cyclopropyl β-amino acid derivatives can be synthesized in five steps with excellent enantioselectivities using a chiral (Salen)Ru(II) cyclopropanation catalyst in the key asymmetry-induction step. This facile synthesis proceeds with high overall yield and can be used to prepare a number of carbamate-protected (Cbz and Boc are demonstrated) β-amino acid derivatives.

Original language	English (US)
Pages (from-to)	7884-7886
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	68
Issue number	20
DOIs	https://doi.org/10.1021/jo0344079
State	Published - Oct 3 2003

ASJC Scopus subject areas

Organic Chemistry

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10.1021/jo0344079

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title = "trans-Cyclopropyl β-amino acid derivatives via asymmetric cyclopropanation using a (Salen)Ru(II) catalyst",

abstract = "trans-Cyclopropyl β-amino acid derivatives can be synthesized in five steps with excellent enantioselectivities using a chiral (Salen)Ru(II) cyclopropanation catalyst in the key asymmetry-induction step. This facile synthesis proceeds with high overall yield and can be used to prepare a number of carbamate-protected (Cbz and Boc are demonstrated) β-amino acid derivatives.",

author = "Miller, {Jason A.} and Hennessy, {Edward J.} and Marshall, {Will J.} and Scialdone, {Mark A.} and Nguyen, {Son Binh T.}",

year = "2003",

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journal = "Journal of Organic Chemistry",

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T1 - trans-Cyclopropyl β-amino acid derivatives via asymmetric cyclopropanation using a (Salen)Ru(II) catalyst

AU - Miller, Jason A.

AU - Hennessy, Edward J.

AU - Marshall, Will J.

AU - Scialdone, Mark A.

AU - Nguyen, Son Binh T.

PY - 2003/10/3

Y1 - 2003/10/3

N2 - trans-Cyclopropyl β-amino acid derivatives can be synthesized in five steps with excellent enantioselectivities using a chiral (Salen)Ru(II) cyclopropanation catalyst in the key asymmetry-induction step. This facile synthesis proceeds with high overall yield and can be used to prepare a number of carbamate-protected (Cbz and Boc are demonstrated) β-amino acid derivatives.

AB - trans-Cyclopropyl β-amino acid derivatives can be synthesized in five steps with excellent enantioselectivities using a chiral (Salen)Ru(II) cyclopropanation catalyst in the key asymmetry-induction step. This facile synthesis proceeds with high overall yield and can be used to prepare a number of carbamate-protected (Cbz and Boc are demonstrated) β-amino acid derivatives.

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U2 - 10.1021/jo0344079

DO - 10.1021/jo0344079

M3 - Article

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 20

ER -

trans-Cyclopropyl β-amino acid derivatives via asymmetric cyclopropanation using a (Salen)Ru(II) catalyst

Abstract

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CCDC 222470: Experimental Crystal Structure Determination

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trans-Cyclopropyl β-amino acid derivatives via asymmetric cyclopropanation using a (Salen)Ru(II) catalyst

Abstract

ASJC Scopus subject areas

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Datasets

CCDC 222470: Experimental Crystal Structure Determination

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