Total synthesis and absolute stereochemistry of integric acid.
J Org Chem
; 74(22): 8878-81, 2009 Nov 20.
Article
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| MEDLINE
| ID: mdl-19860426
ABSTRACT
An efficient total synthesis of integric acid is described starting from the Wieland-Miescher ketone. Key steps involve a one-step orthogonal deprotection/protection strategy of a thioacetal/aldehyde and the selective oxidative cleavage of a prenyl group in the presence of two other unsaturated moieties. The synthesis of both C4' diastereoisomers of integric acid delivered unambiguous evidence for (S)-stereochemistry at the C4' position.
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MEDLINE
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Ácidos Carboxílicos
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En
Revista:
J Org Chem
Año:
2009
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Article
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Países Bajos