a-Substitution plus carbonyl olefination via b-oxido phosphorus ylids (S.C.O.O.P.Y.-reactions) scope and stereoselectivity

Consecutive treatment of HOCH2CH2P+Ph3 Br- with BuLi, BzH, BuLi, and H2O afforded trans-PhCH:CHCH2OH in 95% isomeric purity and PhCH(OH)CH:CH2. The stereospecificity of the S.C.O.O.P.Y.-reactions (Schlosser, M. and Christmann, F. K., 1969) is discussed. [on SciFinder (R)]


Published in:
Synthesis, 1, 29-31
Year:
1971
Keywords:
Note:
CAN 74:64005
25
Noncondensed Aromatic Compounds
Org.-Chem. Inst.,Univ. Heidelberg,Heidelberg,Fed. Rep. Ger.
Journal
0039-7881
written in English.
4393-06-0P; 4407-36-7P Role: PREP (Preparation) (from b-oxido phosphorus ylides)
Laboratories:




 Record created 2006-03-03, last modified 2018-01-27


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