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Enantioselective Catalytic Addition of Functionalized Dialkylzinc Compounds to β‐Stannylated Aldehydes: A Convenient Preparation of Chiral β‐ and γ‐Functionalized Secondary Alcohols
Author(s) -
Brieden Walter,
Ostwald Roswitha,
Knochel Paul
Publication year - 1993
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199305821
Subject(s) - enantioselective synthesis , catalysis , chemistry , organic chemistry , combinatorial chemistry
High enantioselectivity is found in the Ti‐catalyzed addition of dialkylzinc compounds [R 1 (CH 2 ) n ] 2 Zn to the β‐stannylaldehydes 1 and 2 to give the polyfunctionalized products 3 and 4 , respectively. Examples of (CH 2 ) n R 1 : ethyl, octyl, (CH 2 )4Cl. R = Me, Bu.