EFFICIENT APPROACH TO THE OPPOLZER-KAMETANI INTERMEDIATE FOR ESTRONE METHYL ETHER USING THE CONJUGATE ADDITION-ENOLATE METHYLATION OF THE CYCLOPENTENONE CONTAINING AN α-APPENDED BENZOCYCLOBUTANE MOIETY

DOI: 10.1016/S0040-4039(01)80565-7

Source and publish data:

Tetrahedron Letters p. 4999 - 5002 (1989)

Update date:2022-08-03

Topics:

Authors:

Takahashi, Takashi

Shimizu, Katsuya

Doi, Takayuki

Tsuji, Jiro

Yamamoto, Keiji

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Article abstract of DOI:10.1016/S0040-4039(01)80565-7

Simple synthesis of (+/-)-estrone methyl ether by the conjugate addition-enolate methylation of the 2-alkylcyclopentenone followed by the intramolecular Diels-Alder reaction of the o-quinodimethane, and discussions for the diastereoselectivity in the enolate-methylation based on the MM2 transition structure model are presented.

Full text of DOI:10.1016/S0040-4039(01)80565-7

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