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Enantioselective Ethylation of Various Aldehydes Catalyzed by Readily Accessible Chiral Diols
Author(s) -
Gök Yaşar,
Kiliçarslan Seda,
Gök Halil Zeki,
Karayiğit İlker Ümit
Publication year - 2016
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.22617
Subject(s) - diethylzinc , chemistry , enantioselective synthesis , catalysis , enantiomer , chirality (physics) , alcohol , organic chemistry , combinatorial chemistry , enantiomeric excess , chiral symmetry breaking , physics , quantum mechanics , quark , nambu–jona lasinio model
Four chiral C 2 ‐symmetric diols were synthesized in a straightforward three‐step reaction and demonstrated excellent enantioselectivities and good overall yields. Their catalytic activities were examined via the addition of diethylzinc to various aldehydes. The enantioselective addition of diethylzinc to 2‐methoxybenzaldehyde gave the corresponding chiral secondary alcohol with high yields (up to 95%) and moderate to good enantiomeric excess (up to 88%). All synthesized ligands were evaluated in the addition of diethylzinc to various aldehydes in the presence of an additional metal such as Ti(IV) complexes. Chirality 28:593–598, 2016 . © 2016 Wiley Periodicals, Inc.