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

Mitsuru Shoji, Takao Uno, Yujiro Hayashi

Research output: Contribution to journalArticle

20 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
Externally publishedYes

Fingerprint

Cyclization
synthesis
Hydrides
hydrides
elimination
preparation
epoxyquinol B
epoxyquinol A

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Stereoselective total synthesis of ent-El-1941-2 and epi-ent-El-1941-2. / Shoji, Mitsuru; Uno, Takao; Hayashi, Yujiro.

In: Organic Letters, Vol. 6, No. 24, 25.11.2004, p. 4535-4538.

Research output: Contribution to journalArticle

Shoji, Mitsuru ; Uno, Takao ; Hayashi, Yujiro. / Stereoselective total synthesis of ent-El-1941-2 and epi-ent-El-1941-2. In: Organic Letters. 2004 ; Vol. 6, No. 24. pp. 4535-4538.
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