Publication details
Diastereoselectivity in 1,3-dipolar cycloaddition reactions of alpha-methylene lactone derivatives
| Authors | |
|---|---|
| Year of publication | 2001 |
| Type | Article in Proceedings |
| Conference | 9th Meeting on Stereochemistry, Book of Abstracts |
| MU Faculty or unit | |
| Citation | |
| Field | Organic chemistry |
| Keywords | Stereoselectivity; Methylene Lactones; 1;3-Dipolar Cycloaddition |
| Description | Alpha-methylene lactones added stereoselectively various kinds of 1,3-dipolar compounds. Spiro pyrrolidines and spiro pyrrolizidines were prepared by addition of azomethin ylides generated from sarcosin and prolin resp. Cycloaddition of a photochemically generated nitril ylide showed an unusual exo-selectivity. Alpha-methylene-gamma-lactone with a bulky substituent (OBO) in gamma position, which was prepared as a single enantiomer from L-glutamic acid, added 1,3-dipolar compounds in anti-manner almost exclusively. |
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