Formal synthesis of tetrahydrolipstatin and tetrahydroesterastin
A versatile and efficient approach to (3S,5R)-methyl 3-(benzyloxy)-5- (methoxymethoxy)hexadecanoate, a key chiral building block and a common polyol fragment of the anti-tumor and anti-obesity agents tetrahydrolipstatin 3 and tetrahydroesterastin 4 using both hydrolytic kinetic resolution (HKR) and proline catalyzed sequential α-aminoxylation, followed by HWE-olefination reaction is described.
Tripathi, Divya,Kumar, Pradeep
p. 884 - 890
(2012/09/21)
A chiron approach to (-)-tetrahydrolipstatin
An efficient chiron approach to the total synthesis of (-)- tetrahydrolipstatin is described. The main features of the synthetic strategy, which starts from tri-O-acetyl-D-glucal, are copper-mediated C-C bond formation, Frater alkylation, and Barton-McCombie deoxygenation. Georg Thieme Verlag Stuttgart.
Yadav,Vishweshwar Rao,Prasad
p. 3888 - 3894
(2008/02/09)
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