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Educ."},{"key":"ref1\/cit1g","doi-asserted-by":"crossref","first-page":"1353","DOI":"10.1021\/np50088a001","volume":"55","author":"Gribble G. W.","year":"1992","journal-title":"J. Nat. Prod."},{"key":"ref2\/cit2","unstructured":"For synthetic studies on bioactive polyhalogenated natural compounds, see:"},{"key":"ref2\/cit2a","doi-asserted-by":"crossref","first-page":"7094","DOI":"10.1021\/jo971371+","volume":"62","author":"Jung M. E.","year":"1997","journal-title":"J. Org. Chem."},{"key":"ref2\/cit2b","doi-asserted-by":"crossref","first-page":"5401","DOI":"10.1021\/ol062279f","volume":"8","author":"Durow A. C.","year":"2006","journal-title":"Org. Lett."},{"key":"ref2\/cit2c","doi-asserted-by":"crossref","first-page":"3430","DOI":"10.1002\/1521-3773(20001002)39:19<3430::AID-ANIE3430>3.0.CO;2-3","volume":"39","author":"Sotokawa T.","year":"2000","journal-title":"Angew. Chem., Int. 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Phycol."},{"key":"ref4\/cit4a","doi-asserted-by":"crossref","first-page":"578","DOI":"10.1021\/jo001437s","volume":"66","author":"Ciminiello P.","year":"2001","journal-title":"J. Org. Chem."},{"key":"ref4\/cit4b","doi-asserted-by":"crossref","first-page":"13114","DOI":"10.1021\/ja0207347","volume":"124","author":"Ciminiello P.","year":"2002","journal-title":"J. Am. Chem. Soc."},{"key":"ref4\/cit4c","doi-asserted-by":"crossref","first-page":"325","DOI":"10.1351\/pac200375020325","volume":"75","author":"Ciminiello P.","year":"2003","journal-title":"Pure Appl. 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Plant."},{"key":"ref5\/cit5d","doi-asserted-by":"crossref","first-page":"1607","DOI":"10.1016\/0031-9422(74)80337-7","volume":"13","author":"Mercer E. I.","year":"1974","journal-title":"Phytochemistry"},{"key":"ref5\/cit5e","doi-asserted-by":"crossref","first-page":"1545","DOI":"10.1016\/0031-9422(75)85348-9","volume":"14","author":"Mercer E. I.","year":"1975","journal-title":"Phytochemistry"},{"key":"ref5\/cit5f","doi-asserted-by":"crossref","first-page":"457","DOI":"10.1016\/S0031-9422(00)81887-7","volume":"18","author":"Mercer E. I.","year":"1979","journal-title":"Phytochemistry"},{"key":"ref6\/cit6","unstructured":"For recent reviews on enantioselective halogenations, see:"},{"key":"ref6\/cit6a","doi-asserted-by":"crossref","first-page":"1147","DOI":"10.1039\/b317004g","author":"Ibrahim H.","year":"2004","journal-title":"Chem. Commun."},{"key":"ref6\/cit6b","doi-asserted-by":"crossref","first-page":"1465","DOI":"10.1016\/j.tetasy.2006.05.020","volume":"17","author":"Guilena G.","year":"2006","journal-title":"Tetrahedron: Asymmetry"},{"key":"ref7\/cit7","unstructured":"For a pertinent review on the use of epoxides as precusor for chiral halohydrins, see:"},{"key":"ref7\/cit7a","doi-asserted-by":"crossref","first-page":"225","DOI":"10.1055\/s-1994-25445","author":"Bonini C.","year":"1994","journal-title":"Synthesis"},{"key":"ref8\/cit8","doi-asserted-by":"crossref","first-page":"12514","DOI":"10.1021\/ja804167v","volume":"130","author":"Shibuya G. M.","year":"2008","journal-title":"J. Am. Chem. Soc."},{"key":"ref9\/cit9","unstructured":"For the stereospecific dichlorination of epoxides, see:"},{"key":"ref9\/cit9a","doi-asserted-by":"crossref","first-page":"3869","DOI":"10.1016\/S0040-4039(01)94183-8","volume":"13","author":"Isaacs N. S.","year":"1972","journal-title":"Tetrahedron Lett."},{"key":"ref9\/cit9b","doi-asserted-by":"crossref","first-page":"3353","DOI":"10.1021\/jo00167a048","volume":"48","author":"Croft A. P.","year":"1983","journal-title":"J. Org. Chem."},{"key":"ref9\/cit9c","doi-asserted-by":"crossref","first-page":"64","DOI":"10.15227\/orgsyn.058.0064","volume":"58","author":"Oliver J. E.","year":"1978","journal-title":"Org. Synth."},{"key":"ref9\/cit9d","doi-asserted-by":"crossref","first-page":"3279","DOI":"10.1021\/jo00882a015","volume":"41","author":"Sonnet P. E.","year":"1976","journal-title":"J. Org. Chem."},{"key":"ref9\/cit9e","doi-asserted-by":"crossref","first-page":"1013","DOI":"10.1246\/cl.1977.1013","author":"Echigo Y.","year":"1977","journal-title":"Chem. Lett."},{"key":"ref9\/cit9f","doi-asserted-by":"crossref","first-page":"1885","DOI":"10.1246\/bcsj.77.1885","volume":"77","author":"Iranpoor N.","year":"2004","journal-title":"Bull. Chem. Soc. Jpn."},{"key":"ref9\/cit9g","doi-asserted-by":"crossref","first-page":"69","DOI":"10.1139\/v05-261","volume":"84","author":"Iranpoor N.","year":"2006","journal-title":"Can. J. Chem."},{"key":"ref10\/cit10","unstructured":"O\u2019Hagan and co-workers have reported an enantioselective synthesis of polyfluorinated motifs by means of nucleophilic displacement of oxygen functionalities:"},{"key":"ref10\/cit10a","doi-asserted-by":"crossref","first-page":"7887","DOI":"10.1002\/anie.200701988","volume":"46","author":"Hunter L.","year":"2007","journal-title":"Angew. Chem., Int. Ed."},{"key":"ref10\/cit10b","doi-asserted-by":"crossref","first-page":"16422","DOI":"10.1021\/ja066188p","volume":"128","author":"Hunter L.","year":"2006","journal-title":"J. Am. Chem. Soc."},{"key":"ref10\/cit10c","doi-asserted-by":"crossref","first-page":"482","DOI":"10.1021\/ja045299q","volume":"127","author":"Nicoletti M.","year":"2005","journal-title":"J. Am. Chem. Soc."},{"key":"ref11\/cit11","unstructured":"Ph2PCl itself is known to serve as a chlorinating reagent for alcohols; see:"},{"key":"ref11\/cit11a","doi-asserted-by":"crossref","first-page":"7874","DOI":"10.1016\/j.tet.2007.05.089","volume":"63","author":"Hiebel M.","year":"2007","journal-title":"Tetrahedron"},{"key":"ref11\/cit11b","doi-asserted-by":"crossref","first-page":"3772","DOI":"10.1021\/jo00370a006","volume":"51","author":"Hayashi T.","year":"1986","journal-title":"J. Org. Chem."},{"key":"ref12\/cit12","unstructured":"The stereochemistry of each chloroalkene (6aand6b) was unambiguously confirmed by NOE experiments. The selective production of 3-chloro-substituted alkene is presumably attributed to the preferential attack of a chloride ion at the less hindered site where interaction with the bulkytert-butyldiphenylsilyl substituent is avoidable."},{"key":"ref13\/cit13","unstructured":"The stereochemistry of each compound5nand5pwas tentatively assigned on the basis of the stereochemical outcomes obtained for other substrates."},{"key":"ref14\/cit14","unstructured":"The rest of the material was a complex mixture of many products, including alkenes and dichlorides, and was difficult to analyze."},{"key":"ref15\/cit15","unstructured":"Werner, F. 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