Journal of Organic Chemistry 2007-06-08

New chiral binaphthalene-derived iminium salt organocatalysts for asymmetric epoxidation of alkenes.

Philip C Bulman Page, Mohamed M Farah, Benjamin R Buckley, A John Blacker

Index: J. Org. Chem. 72 , 4424, (2007)

Full Text: HTML

Abstract

A series of binaphthalene-fused azepinium salts has been generated and used as organocatalysts in the asymmetric epoxidation of unfunctionalized alkenes, giving rise to ees of up to 84%.

Structure	Name/CAS No.	Molecular Formula	Articles
	(R)-[1,1'-Binaphthalene]-2,2'-diol CAS:18531-94-7	C₂₀H₁₄O₂

[J. Org. Chem. 58 , 4529, (1993)]

S. Kobayashi et al.
[Tetrahedron 50 , 11623, (1994)]

Hattori, K. Yamamoto, H.
[Synlett , 129, (1993)]

Maruoka, K. et al.
[J. Am. Chem. Soc. 117 , 1165, (1995)]

Sasaki, H. et al.
[Synlett , 300, (1993)]

New chiral binaphthalene-derived iminium salt organocatalysts for asymmetric epoxidation of alkenes.

Abstract

Related Compounds