Rapid access to azepine-fused oxetanols from alkoxy-substituted maleimides

Kevin I. Booker-Milburn; James R. Baker; Ian Bruce

doi:10.1021/ol049645k

Rapid access to azepine-fused oxetanols from alkoxy-substituted maleimides

Kevin I. Booker-Milburn^*, James R. Baker, Ian Bruce

^*Corresponding author for this work

Research output: Contribution to journal › Article (Academic Journal) › peer-review

23 Citations (Scopus)

Abstract

UV irradiation of alkoxy-substituted N-alkenylmaleimides induces a sequence involving a [5 + 2] cycloaddition followed by a Norrish-Yang cyclization. The resulting highly strained alkylidene oxetanol-fused azepines are formed in good yield and with high diastereoselectivities.

Translated title of the contribution	Rapid Access to Azepine-fuzed Oxetanols from Alkoxy-Substituted Maleimides
Original language	English
Pages (from-to)	1481-1484
Number of pages	4
Journal	Organic Letters
Volume	6
Issue number	9
DOIs	https://doi.org/10.1021/ol049645k
Publication status	Published - 29 Apr 2004

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Publisher: Am. Chem. Soc

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@article{a629757ef7b543b3a2591fb951897e2a,

title = "Rapid access to azepine-fused oxetanols from alkoxy-substituted maleimides",

abstract = "UV irradiation of alkoxy-substituted N-alkenylmaleimides induces a sequence involving a [5 + 2] cycloaddition followed by a Norrish-Yang cyclization. The resulting highly strained alkylidene oxetanol-fused azepines are formed in good yield and with high diastereoselectivities.",

author = "Booker-Milburn, \{Kevin I.\} and Baker, \{James R.\} and Ian Bruce",

note = "Publisher: Am. Chem. Soc",

year = "2004",

month = apr,

day = "29",

doi = "10.1021/ol049645k",

language = "English",

volume = "6",

pages = "1481--1484",

journal = "Organic Letters",

issn = "1523-7052",

publisher = "American Chemical Society",

number = "9",

}

TY - JOUR

T1 - Rapid access to azepine-fused oxetanols from alkoxy-substituted maleimides

AU - Booker-Milburn, Kevin I.

AU - Baker, James R.

AU - Bruce, Ian

N1 - Publisher: Am. Chem. Soc

PY - 2004/4/29

Y1 - 2004/4/29

N2 - UV irradiation of alkoxy-substituted N-alkenylmaleimides induces a sequence involving a [5 + 2] cycloaddition followed by a Norrish-Yang cyclization. The resulting highly strained alkylidene oxetanol-fused azepines are formed in good yield and with high diastereoselectivities.

AB - UV irradiation of alkoxy-substituted N-alkenylmaleimides induces a sequence involving a [5 + 2] cycloaddition followed by a Norrish-Yang cyclization. The resulting highly strained alkylidene oxetanol-fused azepines are formed in good yield and with high diastereoselectivities.

UR - https://www.scopus.com/pages/publications/2442455649

U2 - 10.1021/ol049645k

DO - 10.1021/ol049645k

M3 - Article (Academic Journal)

SN - 1523-7052

VL - 6

SP - 1481

EP - 1484

JO - Organic Letters

JF - Organic Letters

IS - 9

ER -

Rapid access to azepine-fused oxetanols from alkoxy-substituted maleimides

Abstract

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