Acme (Hive Bee) 11-14-01 04:51 No 236500 |
Ref's for Propylene oxid method (Rated as: good read) |
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The addition of metallated aryl species to propylene oxide is well precedented to yield P2Pol's Here are some references which may be of interest Aryl Li Eur Pat 699677 Mar 1996 Eur Pat 699676Mar 1996 these patents use propylene oxide and lithiated Bromobenzodioxane to yield 45% of MDP2Pol Tet Lett 36 (41) 7459-62 1995 Jpn Kokai Tokkyo Koho 07149750 13 Jun 1995 Heisei JOC 54(13) 3182-8 1989 Organometallics 9(2) 511-16 1990 Grignard Bull Soc Chim Fr 130(4) 450-8, 1993 93% w/ m-CF3 *** Gazz ChimItal 121 (9) 455-6 1991 93% w/ m-OMOM!!*** Helv Chim Acta 73 (1) 48-62 1990 63% 2,6 diOMe + CuI The Gazz Ital is of most interest IMO And for oxidation to variously aryl subs P2P’s A mild and eff oxid of alc’s w/ N-t-butylphenylsulfinimidoylchloride in the coexistence of zinc oxide Chem Lett 2001 2 150-151 (PhCH2PPh3)2S2O8 a mild and inexpensive reag for eff oxid of org cpds under nonaq and aprotic cond Bull Chem Soc Jpn 1998 71 (17) 1649-1653 Oxid of alc’s by silica-gel supported bis(trimethylsilyl)chromate Synth Comm 1996 26(3) 543-9 Oxid of secondary alc’s tp ketones with trichloroisocyanuric acid Synth Comm 1992 22(19) 2875 Oxid of alc’s by metallic nitrates on silica gel JOC 54(7) 1531-5 1989 Rhodium catalyzed oxid of org cpds w/ tBuOOH J Oganomet Chem 1988 345(1-2) 187-99 Oxid of aryl alkanols by peroxydisulfate-copper(II) JOC 1983 48(25) 4914-17 it goes without saying that Swern or PCC would be good |
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