Ring fragmentation processes resulting from acid catalysed diazo ketone cyclisations

Oliver E. Hutt; Lewis N. Mander; Anthony C. Willis

doi:10.1016/j.tetlet.2005.05.009

Ring fragmentation processes resulting from acid catalysed diazo ketone cyclisations

Oliver E. Hutt, Lewis N. Mander^*, Anthony C. Willis

^*Corresponding author for this work

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

7 Citations (Scopus)

Abstract

The initial products from the cyclisation of hexahydrophenanthryl diazo ketones with participation by either the alkene bonds or the aromatic ring (Ar_1,4) undergo rearrangement by 1,2 bond shifts or unexpected bond fission. Benzocyclo-octanyl ketones were formed from the latter process.

Original language	English
Pages (from-to)	4569-4572
Number of pages	4
Journal	Tetrahedron Letters
Volume	46
Issue number	27
DOIs	https://doi.org/10.1016/j.tetlet.2005.05.009
Publication status	Published - 4 Jul 2005

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title = "Ring fragmentation processes resulting from acid catalysed diazo ketone cyclisations",

abstract = "The initial products from the cyclisation of hexahydrophenanthryl diazo ketones with participation by either the alkene bonds or the aromatic ring (Ar1,4) undergo rearrangement by 1,2 bond shifts or unexpected bond fission. Benzocyclo-octanyl ketones were formed from the latter process.",

keywords = "Benzocyclo-octanones, Cyclisation, Diazo ketone, Ring fragmentation",

author = "Hutt, {Oliver E.} and Mander, {Lewis N.} and Willis, {Anthony C.}",

year = "2005",

month = jul,

day = "4",

doi = "10.1016/j.tetlet.2005.05.009",

language = "English",

volume = "46",

pages = "4569--4572",

journal = "Tetrahedron Letters",

issn = "0040-4039",

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number = "27",

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TY - JOUR

T1 - Ring fragmentation processes resulting from acid catalysed diazo ketone cyclisations

AU - Hutt, Oliver E.

AU - Mander, Lewis N.

AU - Willis, Anthony C.

PY - 2005/7/4

Y1 - 2005/7/4

N2 - The initial products from the cyclisation of hexahydrophenanthryl diazo ketones with participation by either the alkene bonds or the aromatic ring (Ar1,4) undergo rearrangement by 1,2 bond shifts or unexpected bond fission. Benzocyclo-octanyl ketones were formed from the latter process.

AB - The initial products from the cyclisation of hexahydrophenanthryl diazo ketones with participation by either the alkene bonds or the aromatic ring (Ar1,4) undergo rearrangement by 1,2 bond shifts or unexpected bond fission. Benzocyclo-octanyl ketones were formed from the latter process.

KW - Benzocyclo-octanones

KW - Cyclisation

KW - Diazo ketone

KW - Ring fragmentation

UR - http://www.scopus.com/inward/record.url?scp=20344408498&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2005.05.009

DO - 10.1016/j.tetlet.2005.05.009

M3 - Article

SN - 0040-4039

VL - 46

SP - 4569

EP - 4572

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 27

ER -

Ring fragmentation processes resulting from acid catalysed diazo ketone cyclisations

Abstract

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