1997
DOI: 10.1002/anie.199722821
|View full text |Cite
|
Sign up to set email alerts
|

Enantioselective Synthesis with Lithium/(−)‐Sparteine Carbanion Pairs

Abstract: [(q5-C,H,)Re(NO)(PPh3)]+ and analogons unsaturated chiral complexes (see element symbols along the fingertips) can form two diastereomeric adducts with prochiral alkenes, aldehydes, and ketones. The ratio of these diastereomers is a measure of the chiral recognition, symbolized by the hands, of the reaction partners. The rhenium complex mentioned is depicted above the hands (Re: light gray, P: yellow, N: light blue, 0: dark blue, Ph, Cp: dark gray). The selectivity of alkene complexation can be analyzed (and p… Show more

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
2
1

Citation Types

3
266
1
8

Year Published

1998
1998
2016
2016

Publication Types

Select...
10

Relationship

0
10

Authors

Journals

citations
Cited by 651 publications
(280 citation statements)
references
References 281 publications
(8 reference statements)
3
266
1
8
Order By: Relevance
“…The ligand esp is sparteine, also known as lupinidine, an alkaloid having four chiral centres and two protonable N sites. For the structure reported here, (-)-sparteine was used, which has the RSSS configuration (Hoppe & Hense, 1997). The same arrangement of ions and lattice water in the crystal is observed with Zn II and Cu II .…”
Section: Structure Descriptionmentioning
confidence: 99%
“…The ligand esp is sparteine, also known as lupinidine, an alkaloid having four chiral centres and two protonable N sites. For the structure reported here, (-)-sparteine was used, which has the RSSS configuration (Hoppe & Hense, 1997). The same arrangement of ions and lattice water in the crystal is observed with Zn II and Cu II .…”
Section: Structure Descriptionmentioning
confidence: 99%
“…1,2 In this context, (-)-sparteine is the most widelyinvestigated diamine 3 following the pioneering work by Hoppe 4 and Beak. 5 Indeed, reagents comprising organolithium reagents (e.g.…”
Section: Introductionmentioning
confidence: 99%
“…The use of chiral aminoalcohol to lead asymmetrically nucleophilic additions of organometallics to carbonyl compounds is a field of great potentiality in synthesis [1]. It is based on the coordination of amines and ethers to organolithium and Grignard reagents; the efficiency of the asymmetric induction depends, among other factors, on the characteristics of the metal [2], its aggregation state [3] and on the chiral ligand structure [4].…”
Section: Introductionmentioning
confidence: 99%