Cyclization/alkoxy radical fragmentation tandem: An efficient approach to the synthesis of bridged cyclooctane derivatives
Апстракт
In this paper an efficient synthetic approach to bridged cyclooctanone framework is described, which is based on cyclization/alkoxy radical fragmentation as a tactical combination of reactions. While the hypoiodite reaction of alcohol 11 proceeds in a normal fashion, the hypobromite reaction of the same precursor unexpectedly affords dibromo derivative 14, which, in turn, shows unusual reactivity in the presence of cesium acetate.
Кључне речи:
Aldol reaction / Cyclooctane / Fragmentation / Radicals / TaxaneИзвор:
Journal of the Serbian Chemical Society, 1997, 62, 9, 727-735Колекције
Институција/група
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Saičić, Radomir AU - Čeković, Živorad PY - 1997 UR - https://cherry.chem.bg.ac.rs/handle/123456789/59 AB - In this paper an efficient synthetic approach to bridged cyclooctanone framework is described, which is based on cyclization/alkoxy radical fragmentation as a tactical combination of reactions. While the hypoiodite reaction of alcohol 11 proceeds in a normal fashion, the hypobromite reaction of the same precursor unexpectedly affords dibromo derivative 14, which, in turn, shows unusual reactivity in the presence of cesium acetate. T2 - Journal of the Serbian Chemical Society T1 - Cyclization/alkoxy radical fragmentation tandem: An efficient approach to the synthesis of bridged cyclooctane derivatives VL - 62 IS - 9 SP - 727 EP - 735 UR - https://hdl.handle.net/21.15107/rcub_cherry_59 ER -
@article{ author = "Saičić, Radomir and Čeković, Živorad", year = "1997", abstract = "In this paper an efficient synthetic approach to bridged cyclooctanone framework is described, which is based on cyclization/alkoxy radical fragmentation as a tactical combination of reactions. While the hypoiodite reaction of alcohol 11 proceeds in a normal fashion, the hypobromite reaction of the same precursor unexpectedly affords dibromo derivative 14, which, in turn, shows unusual reactivity in the presence of cesium acetate.", journal = "Journal of the Serbian Chemical Society", title = "Cyclization/alkoxy radical fragmentation tandem: An efficient approach to the synthesis of bridged cyclooctane derivatives", volume = "62", number = "9", pages = "727-735", url = "https://hdl.handle.net/21.15107/rcub_cherry_59" }
Saičić, R.,& Čeković, Ž.. (1997). Cyclization/alkoxy radical fragmentation tandem: An efficient approach to the synthesis of bridged cyclooctane derivatives. in Journal of the Serbian Chemical Society, 62(9), 727-735. https://hdl.handle.net/21.15107/rcub_cherry_59
Saičić R, Čeković Ž. Cyclization/alkoxy radical fragmentation tandem: An efficient approach to the synthesis of bridged cyclooctane derivatives. in Journal of the Serbian Chemical Society. 1997;62(9):727-735. https://hdl.handle.net/21.15107/rcub_cherry_59 .
Saičić, Radomir, Čeković, Živorad, "Cyclization/alkoxy radical fragmentation tandem: An efficient approach to the synthesis of bridged cyclooctane derivatives" in Journal of the Serbian Chemical Society, 62, no. 9 (1997):727-735, https://hdl.handle.net/21.15107/rcub_cherry_59 .