Binap-gold(I) trifluoroacetate as a bifunctional catalyst for the synthesis of chiral prolines through 1,3-dipolar cycloaddition of azomethine ylides (Tetrahedron: Asymmetry (2010) 21 (1184-1186))

DOI: 10.1016/j.tetasy.2010.10.005

Source and publish data:

Tetrahedron Asymmetry p. 2559 - 2560 (2010)

Update date:2022-08-10

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Authors:

Najera, Carmen

Martin-Rodriguez, Maria

Wu, Feng-Liu

Sansano, Jose M.

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Article abstract of DOI:10.1016/j.tetasy.2010.10.005

Full text of DOI:10.1016/j.tetasy.2010.10.005

Tetrahedron: Asymmetry 21 (2010) 2559–2560

Contents lists available at ScienceDirect

Tetrahedron: Asymmetry

journal homepage: w ww.elsevier.com/locate/tetasy

Corrigendum

Corrigendum to ‘‘Binap-gold(I) triﬂuoroacetate as a bifunctional catalyst for

the synthesis of chiral prolines through 1,3-dipolar cycloaddition of

azomethine ylides” [Tetrahedron: Asymmetry 21 (2010) 1184–1186]

⇑

Carmen Nájera , María Martín-Rodríguez, Feng-Liu Wu, José M. Sansano

Universidad de Alicante, Departamento de Quimica Organica and Instituto de Sintesis Organica (ISO), E-03080 Alicante, Spain

The authors regret that some errors occurred in absolute conﬁguration of compound endo-5 (Scheme 4) and in the stereochemical

abstracts of the published version of this paper. The corrections can be found below.

⇑

Carmen Nájera , María Martín-Rodríguez, Feng-Liu, Wu, José M. Sansano

Tetrahedron: Asymmetry 21 (2010) 1184

PhO₂S

SO₂Ph

CO₂Me

Ee = 99%

[

a]_D= À63.9 (c 1.2, CH₂Cl₂, 99% ee from HPLC)

Source of chirality: (S_a)-Binap-AuTFA

(2R,3R,4R,5S)-Methyl 3,4-bis(phenylsulfonyl)-5-(pyridin-3-yl)pyrrolidine-2-carboxylate

₂₃H₂₂N₂O₆S₂

⇑

Carmen Nájera , María Martín-Rodríguez, Feng-Liu, Wu, José M. Sansano

Tetrahedron: Asymmetry 21 (2010) 1184

Ee = 99%

PhO₂S

SO₂Ph

CO₂Me

[a]_D= +2.0 (c 1, CH₂Cl₂, 99% ee from HPLC)

Source of chirality: (S_a)-Binap-AuTFA

(2R,3R,4R,5S)-Methyl 3,4-bis(phenylsulfonyl)-5-phenylpyrrolidine-2-carboxylate

₂₄H₂₃NO₆S₂

DOI of original article: 10.1016/j.tetasy.2010.06.011.

Corresponding author. Tel.: +34 96 590 3728; fax: +34 96 590 3549.

E-mail address: cnajera@ua.es (C. Nájera).

⇑

doi:10.1016/j.tetasy.2010.10.005

2560

Corrigendum / Tetrahedron: Asymmetry 21 (2010) 2559–2560

SO₂Ph

PhO₂S

SO₂Ph

CO₂Me

(S_a)-Binap-AuTFA (5mol%)

toluene, rt, 48 h

DIPEA (5 mol%)

CO₂Me

endo-5

Scheme 4.

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Article Doi

Binap-gold(I) trifluoroacetate as a bifunctional catalyst for the synthesis of chiral prolines through 1,3-dipolar cycloaddition of azomethine ylides (Tetrahedron: Asymmetry (2010) 21 (1184-1186))

DOI: 10.1016/j.tetasy.2010.10.005

Source and publish data:

Authors:

Article abstract of DOI:10.1016/j.tetasy.2010.10.005

Full text of DOI:10.1016/j.tetasy.2010.10.005

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R&D Labs maybe for 1231660-73-3

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