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 P2Pís

A mild and eff oxid of alcís 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 alcís by silica-gel supported bis(trimethylsilyl)chromate
Synth Comm 1996 26(3) 543-9

Oxid of secondary alcís tp ketones with trichloroisocyanuric acid   Synth Comm 1992 22(19)
2875

Oxid of alcís 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