Michael addition–lactonization of arylacetyl phosphonate to β,γ-unsaturated α-keto esters for the synthesis of chiral syn-3,4-dihydropyranones and 5, 6-dihydropyranones.

DOI Number:

10.1021/acs.orglett.6b02558

Reaction Category:

RXNO ID:

RXNO_0000009

Educt:

diethyl (2-phenylacetyl)phosphonate, methyl (E)-2-oxo-4-phenylbut-3-enoate

Product:

methyl (3R,4S)-2-oxo-3,4-diphenyl-3,4-dihydro-2H-pyran-6-carboxylate

Catalyst:

N-[3,5-Bis(trifluoromethyl)phenyl]-N′-[(8α,9S)-6′-methoxycinchonan-9-yl]thiourea

Cas No:

852913-16-7

Associated Product from Buchler GmbH:

N-[3,5-Bis(trifluoromethyl)phenyl]-N′-[(8α,9S)-6′-methoxycinchonan-9-yl]thiourea

Cas No:

852913-16-7