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

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

48 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

Structured keywords

BCS and TECS CDTs

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10.1002/anie.201108315

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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

Bunt, Adam J ; Bailey, Christopher D ; Cons, Benjamin D ; Edwards, Sophie J ; Elsworth, Jon D ; Pheko, Tshepo ; Willis, Christine L. / Bicyclic oxygen heterocycles from γ,δ-unsaturated alcohols Synthetic Targets: Inspired by Blepharocalyxin D† : synthetic targets inspired by blepharocalyxin D. In: Angewandte Chemie - International Edition. 2012 ; Vol. 51, No. 16. pp. 3901-4.

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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.",

year = "2012",

month = apr,

doi = "10.1002/anie.201108315",

language = "English",

volume = "51",

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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; Edwards, Sophie J; Elsworth, Jon D; Pheko, Tshepo; Willis, Christine L.

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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