Chiral Lewis acids for enantioselective CC bond formation

Reetz, Manfred T.; Kunisch, Franz; Heitmann, P

doi:10.1016/s0040-4039(00)85047-9

Cited by 164 publications

(43 citation statements)

References 9 publications

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“…The spectra obtained agreed with analo gous spectra described earlier. 22 The chemical yield was calcu lated from the correlation of signals for the product and for the starting aldehyde. The enantiomeric composition was deter mined using gas chromatography on a DP TFA γ cD column (32 m × 0.20 mm), the absolute configuration was determined by comparison of the optical rotation angle of the product obtained with the data in Ref.…”

Section: Synthesis Of Dialdehydes (General Procedure) 8 (R) 33´ DI mentioning

confidence: 99%

Synthesis of chiral polydentate ligands and the use of their titanium complexes as pre-catalysts for the asymmetric trimethylsilylcyanation of benzaldehyde

et al. 2008

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A number of polydentate ligands based on enantiomerically pure binaphthol have been synthesized. The ligand complexes with titanium isopropoxide were used as catalysts for the asymmetric addition of trimethylsilyl cyanide to benzaldehyde. A fragment with axial chirality is responsible for the configuration of O trimethylsilyl cyanohydrin product. In the case of the optimum ligand based on (R) binaphthol and (S) leucinol, an enantiomeric excess of 86% and quantitative yield were achieved in 4 h.

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Section: Synthesis Of Dialdehydes (General Procedure) 8 (R) 33´ DI mentioning

confidence: 99%

Synthesis of chiral polydentate ligands and the use of their titanium complexes as pre-catalysts for the asymmetric trimethylsilylcyanation of benzaldehyde

et al. 2008

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“…In 1986 Reetz reported the first Lewis acid-catalyzed enantioselective cyanosilylation of aldehydes with the chiral boronates 10 and 11 as the catalysts to afford cyanohydrin 12 in moderate yields and low enantioselectivities (12-16% ee) (Scheme 5) [70].…”

Section: Complexes Containing Main Group Elementsmentioning

confidence: 99%

Asymmetric Synthesis of Cyanohydrins

Feng¹

2006

COS

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“…19 Other chiral dialkylboranes have been used in the asymmetric aldol reaction. 20 Alkyl hydroperoxides can be prepared by oxidation of dialkylchloroboranes with molecular oxygen under controlled conditions. 21 The reaction of BH 2 Cl·OEt 2 with silazenes has been used for the synthesis of silylated aminoboranes.…”

Section: T-bunmentioning

confidence: 99%