Highly enantioselective organocatalytic addition of unmodified aldehydes to N-Boc protected imines: one-pot asymmetric synthesis of β-amino acids

Jan Vesely; Ramon Rios; Ismail Ibrahem; Armando Córdova

doi:10.1016/j.tetlet.2006.11.076

Highly enantioselective organocatalytic addition of unmodified aldehydes to N-Boc protected imines: one-pot asymmetric synthesis of β-amino acids

Jan Vesely
, Ramon Rios
, Ismail Ibrahem
, Armando Córdova

Chemistry

Arrhenius Laboratory

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

54 Scopus citations

Abstract

Highly enantioselective catalytic routes to Boc protected β-amino aldehydes, β-amino acids and γ-amino alcohols are presented. The organocatalytic asymmetric reactions between unmodified aldehydes and N-Boc protected aryl imines proceed with excellent chemo- and enantioselectivities to give the corresponding compounds in high yields with up to >19:1 dr and 93% to >99% ee.

Original language	British English
Pages (from-to)	421-425
Number of pages	5
Journal	Tetrahedron Letters
Volume	48
Issue number	3
DOIs	https://doi.org/10.1016/j.tetlet.2006.11.076
State	Published - 15 Jan 2007

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10.1016/j.tetlet.2006.11.076

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title = "Highly enantioselective organocatalytic addition of unmodified aldehydes to N-Boc protected imines: one-pot asymmetric synthesis of β-amino acids",

abstract = "Highly enantioselective catalytic routes to Boc protected β-amino aldehydes, β-amino acids and γ-amino alcohols are presented. The organocatalytic asymmetric reactions between unmodified aldehydes and N-Boc protected aryl imines proceed with excellent chemo- and enantioselectivities to give the corresponding compounds in high yields with up to >19:1 dr and 93\% to >99\% ee.",

author = "Jan Vesely and Ramon Rios and Ismail Ibrahem and Armando C{\'o}rdova",

note = "Funding Information: We gratefully acknowledge the Swedish National Research Council and Carl-Trygger Foundation for the financial support. ",

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T1 - Highly enantioselective organocatalytic addition of unmodified aldehydes to N-Boc protected imines

T2 - one-pot asymmetric synthesis of β-amino acids

AU - Vesely, Jan

AU - Rios, Ramon

AU - Ibrahem, Ismail

AU - Córdova, Armando

N1 - Funding Information: We gratefully acknowledge the Swedish National Research Council and Carl-Trygger Foundation for the financial support.

PY - 2007/1/15

Y1 - 2007/1/15

N2 - Highly enantioselective catalytic routes to Boc protected β-amino aldehydes, β-amino acids and γ-amino alcohols are presented. The organocatalytic asymmetric reactions between unmodified aldehydes and N-Boc protected aryl imines proceed with excellent chemo- and enantioselectivities to give the corresponding compounds in high yields with up to >19:1 dr and 93% to >99% ee.

AB - Highly enantioselective catalytic routes to Boc protected β-amino aldehydes, β-amino acids and γ-amino alcohols are presented. The organocatalytic asymmetric reactions between unmodified aldehydes and N-Boc protected aryl imines proceed with excellent chemo- and enantioselectivities to give the corresponding compounds in high yields with up to >19:1 dr and 93% to >99% ee.

UR - https://www.scopus.com/pages/publications/33845414246

U2 - 10.1016/j.tetlet.2006.11.076

DO - 10.1016/j.tetlet.2006.11.076

M3 - Article

AN - SCOPUS:33845414246

SN - 0040-4039

VL - 48

SP - 421

EP - 425

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 3

ER -

Highly enantioselective organocatalytic addition of unmodified aldehydes to N-Boc protected imines: one-pot asymmetric synthesis of β-amino acids

Abstract

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