Enantioselective Catalytic Addition of Functionalized Dialkylzinc Compounds to β-Stannylated Aldehydes: A Convenient Preparation of Chiral β- and γ-Functionalized Secondary Alcohols

Enantioselective Catalytic Addition of Functionalized Dialkylzinc Compounds to β-Stannylated Aldehydes: A Convenient Preparation of Chiral β- and γ-Functionalized Secondary Alcohols

High enantioselectivity is found in the Ti‐catalyzed addition of dialkylzinc compounds [R1(CH2)n]2Zn to the β‐stannylaldehydes 1 and 2 to give the polyfunctionalized products 3 and 4, respectively. Examples of (CH2)nR1: ethyl, octyl, (CH2)4Cl. R = Me, Bu.

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Veröffentlicht in:Angewandte Chemie (International ed.) 1993-04, Vol.32 (4), p.582-584
Hauptverfasser: Brieden, Walter, Ostwald, Roswitha, Knochel, Paul
Format: Artikel
Sprache:eng
Schlagworte:
Aliphatic compounds
Chemistry
Exact sciences and technology
Organic chemistry
Preparations and properties
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Beschreibung
Zusammenfassung:High enantioselectivity is found in the Ti‐catalyzed addition of dialkylzinc compounds [R1(CH2)n]2Zn to the β‐stannylaldehydes 1 and 2 to give the polyfunctionalized products 3 and 4, respectively. Examples of (CH2)nR1: ethyl, octyl, (CH2)4Cl. R = Me, Bu.
ISSN:0570-0833
1521-3773
DOI:10.1002/anie.199305821