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Highly Enantioselective Reaction of α‐Lithio 2‐Quinolyl Sulfide Using Chiral Bis(oxazoline)s: A New Synthesis of Enantioenriched Thiols
Author(s) -
Nakamura Shuichi,
Furutani Akinori,
Toru Takeshi
Publication year - 2002
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200205)2002:10<1690::aid-ejoc1690>3.0.co;2-9
Subject(s) - enantioselective synthesis , chemistry , racemization , oxazoline , sulfide , stereoselectivity , combinatorial chemistry , organic chemistry , medicinal chemistry , catalysis
The enantioselective reaction of α‐lithio benzyl 2‐quinolyl sulfide proceeds through a dynamic thermodynamic resolution pathway, giving the products with high stereoselectivity. The products afford chiral thiols without racemization upon removal of the quinolyl group. (© Wiley‐VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)