New route to azaspirocycles via the organolithium-mediated conversion of beta-alkoxy aziridines into cyclopentenyl amines

Chemistry

Research output: Contribution to Journal/Magazine › Journal article › peer-review

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New route to azaspirocycles via the organolithium-mediated conversion of beta-alkoxy aziridines into cyclopentenyl amines. / Moore, Stephen P.; Coote, Susannah C.; O'Brien, Peter et al.
In: Organic Letters, Vol. 8, No. 22, 26.10.2006, p. 5145-5148.

Research output: Contribution to Journal/Magazine › Journal article › peer-review

Harvard

Moore, SP, Coote, SC, O'Brien, P & Gilday, J 2006, 'New route to azaspirocycles via the organolithium-mediated conversion of beta-alkoxy aziridines into cyclopentenyl amines', Organic Letters, vol. 8, no. 22, pp. 5145-5148. https://doi.org/10.1021/ol062073e

APA

Moore, S. P., Coote, S. C., O'Brien, P., & Gilday, J. (2006). New route to azaspirocycles via the organolithium-mediated conversion of beta-alkoxy aziridines into cyclopentenyl amines. Organic Letters, 8(22), 5145-5148. https://doi.org/10.1021/ol062073e

Vancouver

Moore SP, Coote SC, O'Brien P, Gilday J. New route to azaspirocycles via the organolithium-mediated conversion of beta-alkoxy aziridines into cyclopentenyl amines. Organic Letters. 2006 Oct 26;8(22):5145-5148. doi: 10.1021/ol062073e

Author

Moore, Stephen P. ; Coote, Susannah C. ; O'Brien, Peter et al. / New route to azaspirocycles via the organolithium-mediated conversion of beta-alkoxy aziridines into cyclopentenyl amines. In: Organic Letters. 2006 ; Vol. 8, No. 22. pp. 5145-5148.

Bibtex

@article{0b234aa1f60c4baea2bb30804c909baa,

title = "New route to azaspirocycles via the organolithium-mediated conversion of beta-alkoxy aziridines into cyclopentenyl amines",

abstract = "A new three-step route to azaspirocycles involving the organolithium-mediated conversion of beta-alkoxy aziridines into substituted cyclopentenyl amines, hydroboration, and cyclization has been developed. The methodology is utilized in the construction of the pentacyclic ring system of cephalotaxine.",

keywords = "ALPHA-LITHIATION-REARRANGEMENT, FORMAL TOTAL-SYNTHESIS, INTRAMOLECULAR CYCLOPROPANATION, REDUCTIVE ALKYLATION, EFFICIENT SYNTHESIS, EPOXIDES, CEPHALOTAXINE, (-)-CEPHALOTAXINE, RING, BUTYLLITHIUM",

author = "Moore, {Stephen P.} and Coote, {Susannah C.} and Peter O'Brien and John Gilday",

year = "2006",

month = oct,

day = "26",

doi = "10.1021/ol062073e",

language = "English",

volume = "8",

pages = "5145--5148",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "22",

}

RIS

TY - JOUR

T1 - New route to azaspirocycles via the organolithium-mediated conversion of beta-alkoxy aziridines into cyclopentenyl amines

AU - Moore, Stephen P.

AU - Coote, Susannah C.

AU - O'Brien, Peter

AU - Gilday, John

PY - 2006/10/26

Y1 - 2006/10/26

N2 - A new three-step route to azaspirocycles involving the organolithium-mediated conversion of beta-alkoxy aziridines into substituted cyclopentenyl amines, hydroboration, and cyclization has been developed. The methodology is utilized in the construction of the pentacyclic ring system of cephalotaxine.

AB - A new three-step route to azaspirocycles involving the organolithium-mediated conversion of beta-alkoxy aziridines into substituted cyclopentenyl amines, hydroboration, and cyclization has been developed. The methodology is utilized in the construction of the pentacyclic ring system of cephalotaxine.

KW - ALPHA-LITHIATION-REARRANGEMENT

KW - FORMAL TOTAL-SYNTHESIS

KW - INTRAMOLECULAR CYCLOPROPANATION

KW - REDUCTIVE ALKYLATION

KW - EFFICIENT SYNTHESIS

KW - EPOXIDES

KW - CEPHALOTAXINE

KW - (-)-CEPHALOTAXINE

KW - RING

KW - BUTYLLITHIUM

U2 - 10.1021/ol062073e

DO - 10.1021/ol062073e

M3 - Journal article

VL - 8

SP - 5145

EP - 5148

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 22

ER -

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