Iodocyclisations reactions of Boc- and Cbz-protected N-allylguanidines

Z.A. Al-Shuhaib; Z. Al Shuhaiba; D.H. Davies; M. Dennis; D.M. Evans; M.D. Fletcher; H. Franken; P. Hancock; J. Hollinshead; I. Jones; K. Kähm; P.J. Murphy; R.P. Nash; R. Rowles

doi:10.1016/j.tet.2014.03.087

Iodocyclisations reactions of Boc- and Cbz-protected N-allylguanidines

Z.A. Al-Shuhaib
, Z. Al Shuhaiba
, D.H. Davies
, M. Dennis
, D.M. Evans
, M.D. Fletcher
, H. Franken
, P. Hancock
, J. Hollinshead
, I. Jones
, K. Kähm
, P.J. Murphy
, R.P. Nash
, R. Rowles

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

Abstract

The cyclisation of mono-protected and bis-protected guanidines 8a–j under standard iodocyclisation conditions (I2/K2CO3) gave the guanidine heterocycles 9–25 via either a direct cyclisation or by a cyclisation/ring-contraction process, which could be controlled by careful selection of conditions.

Original language	English
Pages (from-to)	4412-4419
Journal	Tetrahedron
Volume	70
Issue number	29
DOIs	https://doi.org/10.1016/j.tet.2014.03.087
Publication status	Published - 15 Apr 2014

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10.1016/j.tet.2014.03.087

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title = "Iodocyclisations reactions of Boc- and Cbz-protected N-allylguanidines",

abstract = "The cyclisation of mono-protected and bis-protected guanidines 8a–j under standard iodocyclisation conditions (I2/K2CO3) gave the guanidine heterocycles 9–25 via either a direct cyclisation or by a cyclisation/ring-contraction process, which could be controlled by careful selection of conditions.",

author = "Z.A. Al-Shuhaib and \{Al Shuhaiba\}, Z. and D.H. Davies and M. Dennis and D.M. Evans and M.D. Fletcher and H. Franken and P. Hancock and J. Hollinshead and I. Jones and K. K{\"a}hm and P.J. Murphy and R.P. Nash and R. Rowles",

year = "2014",

month = apr,

day = "15",

doi = "10.1016/j.tet.2014.03.087",

language = "English",

volume = "70",

pages = "4412--4419",

journal = "Tetrahedron",

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TY - JOUR

T1 - Iodocyclisations reactions of Boc- and Cbz-protected N-allylguanidines

AU - Al-Shuhaib, Z.A.

AU - Al Shuhaiba, Z.

AU - Davies, D.H.

AU - Dennis, M.

AU - Evans, D.M.

AU - Fletcher, M.D.

AU - Franken, H.

AU - Hancock, P.

AU - Hollinshead, J.

AU - Jones, I.

AU - Kähm, K.

AU - Murphy, P.J.

AU - Nash, R.P.

AU - Rowles, R.

PY - 2014/4/15

Y1 - 2014/4/15

N2 - The cyclisation of mono-protected and bis-protected guanidines 8a–j under standard iodocyclisation conditions (I2/K2CO3) gave the guanidine heterocycles 9–25 via either a direct cyclisation or by a cyclisation/ring-contraction process, which could be controlled by careful selection of conditions.

AB - The cyclisation of mono-protected and bis-protected guanidines 8a–j under standard iodocyclisation conditions (I2/K2CO3) gave the guanidine heterocycles 9–25 via either a direct cyclisation or by a cyclisation/ring-contraction process, which could be controlled by careful selection of conditions.

UR - http://0-www.sciencedirect.com.unicat.bangor.ac.uk/science/article/pii/S0040402014004499

U2 - 10.1016/j.tet.2014.03.087

DO - 10.1016/j.tet.2014.03.087

M3 - Article

SN - 0040-4020

VL - 70

SP - 4412

EP - 4419

JO - Tetrahedron

JF - Tetrahedron

IS - 29

ER -

Iodocyclisations reactions of Boc- and Cbz-protected N-allylguanidines

Abstract

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Intramolecular epoxide ring opening cyclisation reactions involving guanidines

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