Diastereoselective vinylalumination for the synthesis of pericosine A, B and C

Long Shiang Li, Duen Ren Hou

Research output: Contribution to journalArticlepeer-review

11 Scopus citations

Abstract

The vinylalumination of α-substituted aldehydes gave anti- and syn-adducts with moderate diastereoselectivity. The diastereomeric ratio was inverted by the addition of lithium or sodium perchlorates. Thus, both anti- and syn-adducts were isolated and transformed into the biologically active conduritols, pericosine B and C, respectively. Formal synthesis of pericosine A was achieved with the anti-adduct. The rationales for the different diastereoselectivity are discussed.

Original languageEnglish
Pages (from-to)91-97
Number of pages7
JournalRSC Advances
Volume4
Issue number1
DOIs
StatePublished - 2014

Fingerprint

Dive into the research topics of 'Diastereoselective vinylalumination for the synthesis of pericosine A, B and C'. Together they form a unique fingerprint.

Cite this