The formyl CH--O hydrogen bond as a critical factor in enantioselective reactions of aldehydes, part 4. Aldol, ethylation, hydrocyanation and Diels-Alder reactions catalyzed by chiral B, Ti and Al lewis acids-Reference-Cited by-同舟云学术

The formyl CH--O hydrogen bond as a critical factor in enantioselective reactions of aldehydes, part 4. Aldol, ethylation, hydrocyanation and Diels-Alder reactions catalyzed by chiral B, Ti and Al lewis acids

Published:1997-06 Issue:25 Volume:38 Page:4351-4354
ISSN:0040-4039
Container-title:Tetrahedron Letters
language:en
Short-container-title:Tetrahedron Letters

Author:

Corey E.J.,Barnes-Seeman David,Lee Thomas W.

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference19 articles.

1. A hypothesis for conformational restriction in complexes of formyl compounds with boron Lewis acids. Experimental evidence for formyl CH--O and CH--F hydrogen bonds

2. The application of the formyl CH--O hydrogen bond postulate to the understanding of enantioselective reactions involving chiral boron lewis acids and aldehydes

3. The formyl CH--O hydrogen bond as a key to transition-state organization in enantioselective allylation, aldol and Diels-Alder reactions catalyzed by chiral lewis acids

4. The catalytic asymmetric aldol reaction of silyl ketene acetals with aldehydes in the presence of a chiral borane complex. Nitroethane as a highly effective solvent for catalytic conditions

5. A chiral oxazaborolidinone-promoted aldol reaction with a silyl ketene acetal from ethyl 1,3-dithiolane-2-carboxylate. Synthesis of acetate aldols in high enantiomeric purity

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