Concise total syntheses of heliannuols B and D

Concise total syntheses of heliannuols B and D

Concise and efficient enantioselective total syntheses of heliannuols B and D have been accomplished using chirality transfer through a Lewis acid-promoted Claisen rearrangement for the construction of the C7 tertiary stereogenic center and a relay ring-closing metathesis for assembling the dihydrob...

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Veröffentlicht in:Tetrahedron 2014-01, Vol.70 (3), p.742-748
Hauptverfasser: Manabe, Yuki, Kanematsu, Makoto, Yokoe, Hiromasa, Yoshida, Masahiro, Shishido, Kozo
Format: Artikel
Sprache:eng
Schlagworte:
Assembling
Backbone
Chirality
Claisen rearrangement
Construction
Diastereoselectivity
Metathesis
Natural products
Relay
Relay ring-closing metathesis
Sesquiterpenoids
Tetrahedrons
Total synthesis
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Zusammenfassung:Concise and efficient enantioselective total syntheses of heliannuols B and D have been accomplished using chirality transfer through a Lewis acid-promoted Claisen rearrangement for the construction of the C7 tertiary stereogenic center and a relay ring-closing metathesis for assembling the dihydrobenzo[b]oxepine backbone of the natural products as the key steps. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2013.11.070