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Merck

Total synthesis of alotaketal A.

Organic letters (2012-10-26)
Mengyang Xuan, Ian Paterson, Stephen M Dalby
ZUSAMMENFASSUNG

The total synthesis of the cAMP signaling pathway activator (-)-alotaketal A is reported. A convergent approach to the unusual alotane sesterterpenoid skeleton was employed, exploiting a remarkable LiDBB-mediated coupling of an (R)-carvone-derived δ-lactone with an allyl bromide side chain, followed by spiroacetalization.

MATERIALIEN
Produktnummer
Marke
Produktbeschreibung

Sigma-Aldrich
(R)-(−)-Carvon, 98%
Sigma-Aldrich
(S)-(+)-Carvon, 96%
Sigma-Aldrich
L-Carvon, ≥97%, FCC, FG
Sigma-Aldrich
D-Carvon, ≥96%, FG
Sigma-Aldrich
L-Carvon, natural, 99%, FG
Supelco
(+)-Carvon, analytical standard
Supelco
(−)-Carvon, analytical standard
Supelco
(+)-Carvon, certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland