@article {2107,
	title = {Synthetic studies toward halichlorine: Complex azaspirocycle formation with use of an NBS-promoted semipinacol reaction},
	journal = {Journal of Organic Chemistry},
	volume = {73},
	number = {11},
	year = {2008},
	note = {ISI Document Delivery No.: 307MRTimes Cited: 13Cited Reference Count: 90Hurley, Paul B. Dake, Gregory R.},
	month = {Jun},
	pages = {4131-4138},
	type = {Article},
	abstract = {The investigations of a synthetic route incorporating a NIBS-promoted semipinacol rearrangement to the 6-azaspiro[4.5]decane fragment within halichlorine (1) are presented. A convergent approach was pursued, utilizing two chiral, enantiomerically enriched building blocks, 2-trimethylstannyl piperidene 10 and substituted cyclobutanone 19. Noteworthy synthetic operations in this study include the following: (a) a highly diastereoselective NBS-promoted semipinacol reaction that established four stereogenic centers in ketone 25 and (b) the use of a N-p-toluenesulfonyl-2-iodo-2-piperidene as a precursor to a basic organometallic reagent, which was critical to the success of the coupling of fragments 10 and 19.},
	keywords = {(+/-)-PINNAIC ACID, ASYMMETRIC-SYNTHESIS, BAEYER-VILLIGER OXIDATION, CARBOXYLIC-ACIDS, CRIEGEE REARRANGEMENT, ETHYLMAGNESIUM BROMIDE, ORGANIC-SYNTHESIS, PINNAIC ACID, RING-CLOSING METATHESIS, SPIROCYCLIC CORE},
	isbn = {0022-3263},
	url = {<Go to ISI>://000256323500018},
	author = {Hurley, P. B. and Dake, G. R.}
}
@article {639,
	title = {N-bromosuccinimide promoted ring expansion reactions: Diastereoselective formation of functionalized azaspirocyclic cyclopentanones},
	journal = {Synlett},
	number = {14},
	year = {2003},
	note = {ISI Document Delivery No.: 741GTTimes Cited: 10Cited Reference Count: 30},
	month = {Nov},
	pages = {2131-2134},
	type = {Article},
	abstract = {N-Bromosuccinimide (NBS) induces ring enlargements of 2-(1-hydroxycyclobutyl)-p-toluenesulfonylenamides such as 1. These high yielding reactions typically occur with good diastereoselectivity. This ring expansion protocol under neutral conditions forms compounds that are potentially versatile intermediates for the construction of spirocycle-containing alkaloids.},
	keywords = {bromine, CONSTRUCTION, entry, HALICHLORINE, ION, KETONES, PINNAIC ACID, piperidines, REDUCTION, ring expansion, spiro compounds, SPIROCYCLIC CORE, STEREOSELECTIVE},
	isbn = {0936-5214},
	url = {<Go to ISI>://000186450900005},
	author = {Hurley, P. B. and Dake, G. R.}
}
