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Stereospecific Migration of P from N to C sp 2 : Ring‐Expansion Reaction of Chiral Diazaphospholidine Oxides
Author(s) -
Legrand Olivier,
Brunel Jean Michel,
Buono Gérard
Publication year - 1999
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(19990517)38:10<1479::aid-anie1479>3.0.co;2-g
Subject(s) - lithium diisopropylamide , stereospecificity , pseudorotation , chemistry , ring (chemistry) , lithium (medication) , stereochemistry , medicinal chemistry , organic chemistry , ion , catalysis , medicine , deprotonation , endocrinology
An addition‐pseudorotation‐elimination pathway is proposed for the first stereospecific ring‐expansion reaction of chiral diazaphospholidine oxides by a 1,3‐migration of P from N to C sp 2[Eq. (1)]. R=H, Ph; LDA=lithium diisopropylamide.