Bicyclic oxygen heterocycles from γ,δ-unsaturated alcohols Synthetic Targets: Inspired by Blepharocalyxin D†: synthetic targets inspired by blepharocalyxin D

Adam J Bunt; Christopher D Bailey; Benjamin D Cons; Sophie J Edwards; Jon D Elsworth; Tshepo Pheko; Christine L Willis

doi:10.1002/anie.201108315

Bicyclic oxygen heterocycles from γ,δ-unsaturated alcohols Synthetic Targets: Inspired by Blepharocalyxin D†: synthetic targets inspired by blepharocalyxin D

Adam J Bunt, Christopher D Bailey, Benjamin D Cons, Sophie J Edwards, Jon D Elsworth, Tshepo Pheko, Christine L Willis

School of Chemistry

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

51 Citations (Scopus)

Abstract

trans-2,8-Dioxabicyclodecanes were prepared in high yield with the creation of up to three stereocenters in a single pot by the acid-mediated reaction of γ,δ-unsaturated alcohols with aldehydes (see scheme, Bn=benzyl). This versatile reaction enables the stereoselective introduction of substituents at the C3, C4, C7, and C9 positions of the bicyclic framework.

Original language	English
Pages (from-to)	3901-4
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	51
Issue number	16
DOIs	https://doi.org/10.1002/anie.201108315
Publication status	Published - Apr 2012

Research Groups and Themes

BCS and TECS CDTs

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10.1002/anie.201108315

http://onlinelibrary.wiley.com/doi/10.1002/anie.201108315/abstract

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Bunt, A. J., Bailey, C. D., Cons, B. D., Edwards, S. J., Elsworth, J. D., Pheko, T., & Willis, C. L. (2012). Bicyclic oxygen heterocycles from γ,δ-unsaturated alcohols Synthetic Targets: Inspired by Blepharocalyxin D†: synthetic targets inspired by blepharocalyxin D. Angewandte Chemie - International Edition, 51(16), 3901-4. https://doi.org/10.1002/anie.201108315

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title = "Bicyclic oxygen heterocycles from γ,δ-unsaturated alcohols Synthetic Targets: Inspired by Blepharocalyxin D†: synthetic targets inspired by blepharocalyxin D",

abstract = "trans-2,8-Dioxabicyclodecanes were prepared in high yield with the creation of up to three stereocenters in a single pot by the acid-mediated reaction of γ,δ-unsaturated alcohols with aldehydes (see scheme, Bn=benzyl). This versatile reaction enables the stereoselective introduction of substituents at the C3, C4, C7, and C9 positions of the bicyclic framework.",

author = "Bunt, {Adam J} and Bailey, {Christopher D} and Cons, {Benjamin D} and Edwards, {Sophie J} and Elsworth, {Jon D} and Tshepo Pheko and Willis, {Christine L}",

note = "Copyright {\textcopyright} 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.",

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month = apr,

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language = "English",

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Bicyclic oxygen heterocycles from γ,δ-unsaturated alcohols Synthetic Targets: Inspired by Blepharocalyxin D†: synthetic targets inspired by blepharocalyxin D. / Bunt, Adam J; Bailey, Christopher D; Cons, Benjamin D et al.
In: Angewandte Chemie - International Edition, Vol. 51, No. 16, 04.2012, p. 3901-4.

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

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AU - Cons, Benjamin D

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AU - Pheko, Tshepo

AU - Willis, Christine L

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