Stereoselective total synthesis of ent-El-1941-2 and epi-ent-El-1941-2

Mitsuru Shoji, Takao Uno, Yujiro Hayashi

Research output: Contribution to journalArticlepeer-review

21 Citations (Scopus)

Abstract

(Chemical equation presented) The first asymmetric total syntheses of ent-El-1941-2 and epi-ent-El-1941-2 have been accomplished, starting from a chiral epoxy iodoquinone 6, a key intermediate in our total syntheses of epoxyquinols A and B. A key step in the preparation of ent-El-1941-2 is an intramolecular carboxypalladation via a 6-endo cyclization mode, followed by β-hydride elimination, while carboxymercuration is a key step in the synthesis of epi-ent-El-1941-2.

Original languageEnglish
Pages (from-to)4535-4538
Number of pages4
JournalOrganic Letters
Volume6
Issue number24
DOIs
Publication statusPublished - 2004 Nov 25

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