An alternative synthesis for iloprost via a key bicyclic aldehyde intermediate. (5th January 2021)

• Record Type: Journal Article
• Authors: Chen, Yinbo; Shi, Jinhui; Li, Liang; Liu, Fei; Zhang, Xiquan; Yang, Yulei
• Is Part Of: Tetrahedron letters. Volume 62(2021)
• Publication Date: 2021-01-05
• Subjects: Iloprost -- Chiral bicyclic aldehyde -- (−)-Corey lactone diol; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2020.152627
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: An alternative synthesis for iloprost is presented. The shortest synthetic approach for iloprost was achieved in 14 steps. The synthesis started from commercially available (−)-Corey lactone diol. Abstract: An alternative synthesis for iloprost has been accomplished in 14 steps via a convergent synthesis starting from commercially available (−)-Corey lactone diol. The syntheses employ a new and key chiral bicyclic aldehyde (4 ) intermediate, which is primed for attachment of the required α-side chain and ω-side chain.