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Enantioselective reactions of α‐lithiated allyl aryl sulfides using chiral bis(oxazoline)s
Author(s) -
Nakamura Shuichi,
Kato Toru,
Nishimura Haruka,
Toru Takeshi
Publication year - 2003
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.10309
Subject(s) - chemistry , enantioselective synthesis , oxazoline , aryl , chirality (physics) , chiral ligand , medicinal chemistry , ligand (biochemistry) , alpha (finance) , stereochemistry , organic chemistry , catalysis , medicine , biochemistry , alkyl , chiral symmetry breaking , physics , receptor , construct validity , nursing , quantum mechanics , nambu–jona lasinio model , patient satisfaction , quark
The reaction of α‐lithio allyl aryl sulfides, generated by treatment with n ‐BuLi and chiral ligands at −78°C, with ketones was examined. The α‐addition products were formed in preference to the γ‐addition products. The enantioselectivity of the α‐addition products varied depending on the chiral ligand, and bis(oxazoline)‐ t Bu showed the highest enantioselectivity. Chirality 16:86–89, 2004. © 2004 Wiley‐Liss, Inc.
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