ISSN:
1434-193X
Keywords:
Nitrones
;
1,3-Dipolar cycloadditions
;
Chiral allyl ethers
;
Transition state modeling
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The 1,3-dipolar cycloaddition of formaldehyde N-benzylnitrone with β′-alkoxy- and γ-alkoxy-α,β-unsaturated esters was investigated. The stereochemical outcome of these reactions was nicely rationalized on the basis of an interpretation of the inside alkoxy theory emphasizing the electrostatic interactions in the reaction TS. The force field approach previously developed for evaluating the stereoselection in nitrile oxide cycloadditions to chiral alkenes was successfully extended to nitrones′ reactions.
Type of Medium:
Electronic Resource