Title of article
Diels–Alder Reactions of a Thiazole o-Quinodimethane with 2- and 3-Bromo-5-hydroxynaphthoquinones. A Theoretical Study
Author/Authors
Fernando Zuloaga، نويسنده , , Monique Domard، نويسنده , , Félix Pautet، نويسنده , , Houda Fillion، نويسنده , , Ricardo Tapia، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2000
Pages
6
From page
1701
To page
1706
Abstract
PM3, molecular hardness and ab initio (3-21G∗) calculations were performed in order to explain the high regioselectivities observed in the Diels–Alder reactions of o-QDM 2 and 2- or 3-bromo-5-hydroxynaphthoquinones 3a and 4a. The theoretical findings of this study agree with the experimental results and support the statement that hydrogen bonding plays a crucial role on the regiocontrol of the cycloadditions.
Keywords
hardness calculation , transition state , bromojuglone , thiazole o-quinodimethane , Diels–Alder
Journal title
Tetrahedron
Serial Year
2000
Journal title
Tetrahedron
Record number
1080648
Link To Document