Iodoetherification of conformationally restricted dienyl alcohols: Unexpected formation of oxocenes by 8-endo-mode oxacyclizations

Kristen L. Stoltz; Andrea Nekane R. Alba; Frank E. McDonald; Marika B. Wieliczko; John Bacsa

doi:10.3987/COM-13-S(S)54

Iodoetherification of conformationally restricted dienyl alcohols: Unexpected formation of oxocenes by 8-endo-mode oxacyclizations

Kristen L. Stoltz, Andrea Nekane R. Alba, Frank E. McDonald, Marika B. Wieliczko, John Bacsa

Medicinal Chemistry

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

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Abstract

Iodine-promoted oxacyclizations of a family of conformationally restricted dienyl alcohols consistently afford oxocenes, arising from 8-endo-mode cyclizations.

Original language	English (US)
Pages (from-to)	1519-1526
Number of pages	8
Journal	Heterocycles
Volume	8
Issue number	2
DOIs	https://doi.org/10.3987/COM-13-S(S)54
State	Published - 2014

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Funding Information:
This material is based upon work supported by the National Science Foundation under grant

Funding Information:
This material is based upon work supported by the National Science Foundation under grant CHE-1151304. A.N.R.A. thanks MICINN for supporting her research fellowship at Emory University.

Publisher Copyright:
© 2014 The Japan Institute of Heterocyclic Chemistry.

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title = "Iodoetherification of conformationally restricted dienyl alcohols: Unexpected formation of oxocenes by 8-endo-mode oxacyclizations",

abstract = "Iodine-promoted oxacyclizations of a family of conformationally restricted dienyl alcohols consistently afford oxocenes, arising from 8-endo-mode cyclizations.",

author = "Stoltz, {Kristen L.} and Alba, {Andrea Nekane R.} and McDonald, {Frank E.} and Wieliczko, {Marika B.} and John Bacsa",

note = "Funding Information: This material is based upon work supported by the National Science Foundation under grant Funding Information: This material is based upon work supported by the National Science Foundation under grant CHE-1151304. A.N.R.A. thanks MICINN for supporting her research fellowship at Emory University. Publisher Copyright: {\textcopyright} 2014 The Japan Institute of Heterocyclic Chemistry.",

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T2 - Unexpected formation of oxocenes by 8-endo-mode oxacyclizations

AU - Stoltz, Kristen L.

AU - Alba, Andrea Nekane R.

AU - McDonald, Frank E.

AU - Wieliczko, Marika B.

AU - Bacsa, John

N1 - Funding Information: This material is based upon work supported by the National Science Foundation under grant Funding Information: This material is based upon work supported by the National Science Foundation under grant CHE-1151304. A.N.R.A. thanks MICINN for supporting her research fellowship at Emory University. Publisher Copyright: © 2014 The Japan Institute of Heterocyclic Chemistry.

PY - 2014

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AB - Iodine-promoted oxacyclizations of a family of conformationally restricted dienyl alcohols consistently afford oxocenes, arising from 8-endo-mode cyclizations.

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Iodoetherification of conformationally restricted dienyl alcohols: Unexpected formation of oxocenes by 8-endo-mode oxacyclizations

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