Enantioselective addition of oxindoles to aliphatic α,β-unsaturated aldehydes

Natalia Bravo; Ignasi Mon; Xavier Companyó; Andrea Nekane Alba; Albert Moyano; Ramon Rios

doi:10.1016/j.tetlet.2009.09.038

Enantioselective addition of oxindoles to aliphatic α,β-unsaturated aldehydes

Natalia Bravo
, Ignasi Mon
, Xavier Companyó
, Andrea Nekane Alba
, Albert Moyano
, Ramon Rios

Chemistry

Universitat de Barcelona

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

46 Scopus citations

Abstract

A highly enantioselective organocatalytic oxindole addition to α,β-unsaturated aldehydes is reported. The reaction is catalyzed by simple and commercially available chiral secondary amines, affording the corresponding adducts with good yields and with moderate diastereoselectivities.

Original language	British English
Pages (from-to)	6624-6626
Number of pages	3
Journal	Tetrahedron Letters
Volume	50
Issue number	48
DOIs	https://doi.org/10.1016/j.tetlet.2009.09.038
State	Published - 2 Dec 2009

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title = "Enantioselective addition of oxindoles to aliphatic α,β-unsaturated aldehydes",

abstract = "A highly enantioselective organocatalytic oxindole addition to α,β-unsaturated aldehydes is reported. The reaction is catalyzed by simple and commercially available chiral secondary amines, affording the corresponding adducts with good yields and with moderate diastereoselectivities.",

author = "Natalia Bravo and Ignasi Mon and Xavier Company{\'o} and Alba, \{Andrea Nekane\} and Albert Moyano and Ramon Rios",

note = "Funding Information: We thank the Spanish Ministry of Science and Education for financial support (Project AYA2006-15648-C02-01). R. Rios thanks ICREA for financial support. A.-N. Alba thanks the {\textquoteleft}Ministerio de Ciencia e Innovaci{\'o}n{\textquoteright} for a predoctoral fellowship.",

year = "2009",

month = dec,

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doi = "10.1016/j.tetlet.2009.09.038",

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T1 - Enantioselective addition of oxindoles to aliphatic α,β-unsaturated aldehydes

AU - Bravo, Natalia

AU - Mon, Ignasi

AU - Companyó, Xavier

AU - Alba, Andrea Nekane

AU - Moyano, Albert

AU - Rios, Ramon

N1 - Funding Information: We thank the Spanish Ministry of Science and Education for financial support (Project AYA2006-15648-C02-01). R. Rios thanks ICREA for financial support. A.-N. Alba thanks the ‘Ministerio de Ciencia e Innovación’ for a predoctoral fellowship.

PY - 2009/12/2

Y1 - 2009/12/2

N2 - A highly enantioselective organocatalytic oxindole addition to α,β-unsaturated aldehydes is reported. The reaction is catalyzed by simple and commercially available chiral secondary amines, affording the corresponding adducts with good yields and with moderate diastereoselectivities.

AB - A highly enantioselective organocatalytic oxindole addition to α,β-unsaturated aldehydes is reported. The reaction is catalyzed by simple and commercially available chiral secondary amines, affording the corresponding adducts with good yields and with moderate diastereoselectivities.

UR - https://www.scopus.com/pages/publications/70349766833

U2 - 10.1016/j.tetlet.2009.09.038

DO - 10.1016/j.tetlet.2009.09.038

M3 - Article

AN - SCOPUS:70349766833

SN - 0040-4039

VL - 50

SP - 6624

EP - 6626

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 48

ER -

Enantioselective addition of oxindoles to aliphatic α,β-unsaturated aldehydes

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