
Tetrahedron Letters p. 3849 - 3852 (1997)
Update date:2022-08-03
Topics:
Le, Thuy X.H.
Bussolari, Jacqueline C.
Murray, William V.
Diketopiperazines have been utilized as chiral auxiliaries for asymmetric Diels-Alder reactions. Cyclo-S-phenylalanyl-R-proline (2) was found to be the most promising of these auxiliaries and afforded Diels-Alder adducts in high chemical yield (78-95%), with endo selectivities generally greater than 9:1. The diastereoselectivities observed were comparable to the best previously published values.
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