@article {1632,
	title = {A synthetic approach toward nitiol: Construction of two 1,22-dihydroxynitianes},
	journal = {Journal of Organic Chemistry},
	volume = {71},
	number = {11},
	year = {2006},
	note = {ISI Document Delivery No.: 044EATimes Cited: 8Cited Reference Count: 131Wilson, Michael S. Woo, Jacqueline C. S. Dake, Gregory R.},
	month = {May},
	pages = {4237-4245},
	type = {Review},
	abstract = {Synthetic work toward the total synthesis of nitiol has culminated in the construction of two epimeric hydroxylated derivatives, the 1,22-dihydroxynitianes. Key stereodefining steps in the construction of the A-ring fragment (13) were the use of a siloxy-epoxide rearrangement reaction, a Pauson-Khand reaction, a Norrish 1 photochemical cleavage reaction, and a highly regio- and stereoselective hydrostannylation reaction of an ynoate. The stereochemistry of the synthetically challenging C-ring fragment (20) was established using an Ireland-Claisen reaction and a Grubbs ring-closing metathesis process as key steps. The 12-membered B-ring of the nitiane skeleton was constructed using a copper-promoted Stille cross-coupling and a Kishi-Hiyama-Nozaki carbonyl addition reaction. Unfortunately, the carbonyl addition reaction produced hydroxyl functionality that could not be selectively removed. Consequently, a synthesis of epimeric 1,22-dihydroxynitianes, which are compounds that are structural hybrids of two natural products, nitiol and variculanol, was completed.},
	keywords = {1ST TOTAL-SYNTHESIS, ACTIVE, ALKYL BROMIDES, ARYL GRIGNARD-REAGENTS, BETA-SILOXY ALDEHYDES, CARBON BOND FORMATION, IRELAND-CLAISEN REARRANGEMENT, PAUSON-KHAND REACTION, PLAGIOSPIROLIDE-A, TRANSITION-METAL CATALYSIS, ZIRCONIUM-CATALYZED CARBOALUMINATION},
	isbn = {0022-3263},
	url = {<Go to ISI>://000237654000027},
	author = {Wilson, M. S. and Woo, J. C. S. and Dake, G. R.}
}
@article {1109,
	title = {An asymmetric formal synthesis of fasicularin},
	journal = {Chemistry-a European Journal},
	volume = {11},
	number = {2},
	year = {2005},
	note = {ISI Document Delivery No.: 887VLTimes Cited: 20Cited Reference Count: 138},
	month = {Jan},
	pages = {639-649},
	type = {Review},
	abstract = {An asymmetric formal synthesis of fasicularin (1) is described. This natural product, isolated from the extracts of the marine invertebrate Nephteis fasicularis, has shown modest cytotoxicity towards Vero cells. Fasicularin is among only two members of the cylindricine family of natural products, along with lepadiformine (2), to possess a trans A-B ring junction. Key steps of this approach to 1 involve a siloxy-epoxide semipinacol rearrangement of 5 to 6, a B-alkyl Suzuki-Miyaura coupling reaction by using enol trifluoromethanesulfonate 19 and a substrate-directed hydrogenation reaction of 24. This formal synthesis also highlights the difficulty in the incorporation of the thiocyanate functionality present in 1.},
	keywords = {ALKALOIDS, ALPHA-HYDROXY EPOXIDES, ASCIDIAN CLAVELINA-CYLINDRICA, BETA-SILOXY ALDEHYDES, CROSS-COUPLING, CROSS-COUPLING REACTION, DIELS-ALDER REACTION, ENANTIOSPECIFIC, EPOXY SILYL ETHERS, MARINE ALKALOID LEPADIFORMINE, REGIOSELECTIVE OLEFIN INSERTION, ring expansion, SEMI-PINACOL REARRANGEMENT, semipinacol rearrangement, spirocycle},
	isbn = {0947-6539},
	url = {<Go to ISI>://000226333500017},
	author = {Fenster, M. D. B. and Dake, G. R.}
}
