Accéder au contenu
Merck

Enantioselective total synthesis of (-)-dactylolide.

Organic letters (2006-03-10)
Ignace Louis, Natasha L Hungerford, Edward J Humphries, Malcolm D McLeod
RÉSUMÉ

[reaction: see text] The enantioselective total synthesis of (-)-dactylolide is reported. The absolute stereochemistry of the tetrahydropyran was established by catalytic asymmetric Jacobsen hetero-Diels-Alder reaction. The remote C19 stereocenter was introduced by a sequence of chelation-controlled Grignard addition and Ireland-Claisen rearrangement.

MATÉRIAUX
Référence du produit
Marque
Description du produit

Sigma-Aldrich
(tert-Butyldimethylsilyloxy)acetaldehyde, 90%