Stereoselective total synthesis of achaetolide and reconfirmation of its absolute configuration

Stereoselective total synthesis of achaetolide and reconfirmation of its absolute configuration

The stereoselective total synthesis of achaetolide 1 has been achieved and its absolute stereochemistry has been reconfirmed to be 3 S,6 R,7 S,9 R configuration. Keck allylation, Sharpless asymmetric dihydroxylation, and ring closing metathesis are the key steps involved in the target synthesis.

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Veröffentlicht in:Tetrahedron letters 2010-11, Vol.51 (47), p.6174-6176
Hauptverfasser: Srihari, P., Kumaraswamy, B., Shankar, P., Ravishashidhar, V., Yadav, J.S.
Format: Artikel
Sprache:eng
Schlagworte:
Allyl compounds
Asymmetry
Austenitic stainless steels
Chemical reactions
Metathesis
Stereochemistry
Synthesis (chemistry)
Tetrahedrons
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Zusammenfassung:The stereoselective total synthesis of achaetolide 1 has been achieved and its absolute stereochemistry has been reconfirmed to be 3 S,6 R,7 S,9 R configuration. Keck allylation, Sharpless asymmetric dihydroxylation, and ring closing metathesis are the key steps involved in the target synthesis.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2010.09.070