A practical enantioselective synthesis of. alpha.,. alpha.-diaryl-2-pyrrolidinemethanol. Preparation and chemistry of the corresponding oxazaborolidines

…, LC Xavier, TJ Blacklock, RA Reamer…

Index: Mathre, David J.; Jones, Todd K.; Xavier, Lyndon C.; Blacklock, Thomas J.; Reamer, Robert A.; et al. Journal of Organic Chemistry, 1991 , vol. 56, # 18 p. 751 - 762

Full Text: HTML

Citation Number: 8

Abstract

A practical two-step enantioselective synthesis of a, a-diary1-2-pyrrolidinemethanols (1) from proline, based on the addition of aryl Grignard reagents to proline-N-carboxanhydride (3), is reported. An investigation into the chemistry of the corresponding E-alkyl-and B- aryloxazaborolidines (2) led to the development of a reliable procedure for their preparation.

Related Articles:

A new chiral catalyst for the enantioselective synthesis of secondary alcohols and deuterated primary alcohols by carbonyl reduction

[Tetrahedron Letters, , vol. 30, # 46 p. 6275 - 6278]

A new chiral catalyst for the enantioselective synthesis of secondary alcohols and deuterated primary alcohols by carbonyl reduction

[Tetrahedron Letters, , vol. 30, # 46 p. 6275 - 6278]

Asymmetric reduction of ketimines with trichlorosilane employing an imidazole derived organocatalyst

[Organic and Biomolecular Chemistry, , vol. 7, # 2 p. 229 - 231]

More Articles...