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

Schlosser, Manfred; Christmann, Karl F.; Piskala, Alois; Coffinet, D.

doi:10.1055/s-1971-21666

Schlosser, Manfred; Christmann, Karl F.; Piskala, Alois; Coffinet, D.

1971

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Abstract

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)]

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

Author(s) Schlosser, Manfred ; Christmann, Karl F. ; Piskala, Alois ; Coffinet, D.

Published in Synthesis

Issue 1

Pages 29-31

Date 1971

ISSN 0039-7881

Keywords

Ylides Role: RCT (Reactant); RACT (Reactant or reagent) (phosphorus; reactions of b-oxido); SCOOPY reactions stereospecificity ylides; stereospecificity SCOOPY reactions ylides; ylides SCOOPY reactions stereospecificity; alpha substitution carbonyl olefination; carbonyl olefination alpha substitution; olefination carbonyl alpha substitution; c

Note CAN 74:64005
25
Noncondensed Aromatic Compounds
Org.-Chem. Inst.,Univ. Heidelberg,Heidelberg,Fed. Rep. Ger.
Journal
written in English.
4393-06-0P; 4407-36-7P Role: PREP (Preparation) (from b-oxido phosphorus ylides)

DOI https://doi.org/10.1055/s-1971-21666

Laboratories LSCO

Record Appears in Scientific production and competences > SB - School of Basic Sciences > SB Archives > LSCO - Laboratory of Organic Synthesis and Catalysis
Peer-reviewed publications
Work produced at EPFL
Journal Articles
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Record creation date 2006-03-03

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