Enantioselective reactions of configurationally unstable α- thiobenzyllithium compounds

Angewandte Chemie - International Edition

Volumn 39, Issue 2, 2000, Pages 353-355

  Nakamura, Shuichi ^a   Nakagawa, Ryo ^a   Watanabe, Yoshihiko ^a   Toru, Takeshi ^a  

^a NAGOYA INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

Asymmetric synthesis; Carbanions; Enantioselective substitutions; Lithium; Oxazolines

Indexed keywords

LITHIUM DERIVATIVE; ORGANOLITHIUM COMPOUND; OXAZOLINE DERIVATIVE; SULFENIC ACID DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CONTROLLED STUDY; ENANTIOMER; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0034677156     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3773(20000117)39:2<353::AID-ANIE353>3.0.CO;2-1     Document Type: Article

References (48)

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46. The barrier to racemization for the α-seleno- and α-thiocarbanions having a bulky aryl group such as the duryl or mesityl group is known to be significantly higher than for those with a phenyl group, see refs.[3b, 5d]
47. This hypothesis relies on several reactions involving the Hoffmann test as well as MO calculations and will be discussed in detail in due course.
48. All complexes formed from the carbanions and the chiral ligands were soluble in cumene.