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(S)- and (R)-5-Pyrrolidin-2-yl-1H-tetrazoles: Enantiomeric organocatalysts of broad utility in organic synthesis

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(S)- and (R)-5-Pyrrolidin-2-yl-1H-tetrazoles: Enantiomeric organocatalysts of broad utility in organic synthesis. / Longbottom, Deborah A.; Franckevicius, Vilius; Ley, Steven V.

In: CHIMIA, Vol. 61, No. 5, 2007, p. 247-256.

Research output: Contribution to journalLiterature reviewpeer-review

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Longbottom, Deborah A. ; Franckevicius, Vilius ; Ley, Steven V. / (S)- and (R)-5-Pyrrolidin-2-yl-1H-tetrazoles: Enantiomeric organocatalysts of broad utility in organic synthesis. In: CHIMIA. 2007 ; Vol. 61, No. 5. pp. 247-256.

Bibtex

@article{e60dba0ba1d24324aa4de5ef28f029d5,
title = "(S)- and (R)-5-Pyrrolidin-2-yl-1H-tetrazoles: Enantiomeric organocatalysts of broad utility in organic synthesis",
abstract = "This mini-review concerns the broad application of (S)- and (R)-5-pyrrolidin-2-yl-l H-tetrazoles as organocatalysts. A summary of methods for their synthesis is followed by a discussion of the general reaction mechanism and subsequent analysis of each reaction type for which they have proved to be efficient catalytic species. Where relevant, a comparison is made with other organocatalysts in similar asymmetric reaction processes.",
keywords = "ENANTIOSELECTIVE ALPHA-AMINOMETHYLATION, AMINO-ACIDS, 3-COMPONENT MANNICH REACTION, CONJUGATE ADDITION, organocatalysis, tetrazole, DIPOLAR APROTIC MEDIA, proline, EFFICIENT TOTAL-SYNTHESIS, asymmetric, INTERMOLECULAR ALDOL REACTIONS, synthesis, BETA-KETO-ESTERS, ASYMMETRIC MICHAEL ADDITION, DIELS-ALDER REACTIONS",
author = "Longbottom, {Deborah A.} and Vilius Franckevicius and Ley, {Steven V.}",
year = "2007",
doi = "10.2533/chimia.2007.247",
language = "English",
volume = "61",
pages = "247--256",
journal = "CHIMIA",
issn = "0009-4293",
publisher = "Swiss Chemical Society",
number = "5",

}

RIS

TY - JOUR

T1 - (S)- and (R)-5-Pyrrolidin-2-yl-1H-tetrazoles: Enantiomeric organocatalysts of broad utility in organic synthesis

AU - Longbottom, Deborah A.

AU - Franckevicius, Vilius

AU - Ley, Steven V.

PY - 2007

Y1 - 2007

N2 - This mini-review concerns the broad application of (S)- and (R)-5-pyrrolidin-2-yl-l H-tetrazoles as organocatalysts. A summary of methods for their synthesis is followed by a discussion of the general reaction mechanism and subsequent analysis of each reaction type for which they have proved to be efficient catalytic species. Where relevant, a comparison is made with other organocatalysts in similar asymmetric reaction processes.

AB - This mini-review concerns the broad application of (S)- and (R)-5-pyrrolidin-2-yl-l H-tetrazoles as organocatalysts. A summary of methods for their synthesis is followed by a discussion of the general reaction mechanism and subsequent analysis of each reaction type for which they have proved to be efficient catalytic species. Where relevant, a comparison is made with other organocatalysts in similar asymmetric reaction processes.

KW - ENANTIOSELECTIVE ALPHA-AMINOMETHYLATION

KW - AMINO-ACIDS

KW - 3-COMPONENT MANNICH REACTION

KW - CONJUGATE ADDITION

KW - organocatalysis

KW - tetrazole

KW - DIPOLAR APROTIC MEDIA

KW - proline

KW - EFFICIENT TOTAL-SYNTHESIS

KW - asymmetric

KW - INTERMOLECULAR ALDOL REACTIONS

KW - synthesis

KW - BETA-KETO-ESTERS

KW - ASYMMETRIC MICHAEL ADDITION

KW - DIELS-ALDER REACTIONS

U2 - 10.2533/chimia.2007.247

DO - 10.2533/chimia.2007.247

M3 - Literature review

VL - 61

SP - 247

EP - 256

JO - CHIMIA

JF - CHIMIA

SN - 0009-4293

IS - 5

ER -