Concise Total Synthesis of Ieodomycin A and B

Abstract

A concise total synthesis of ieodomycin A and B was achieved in six and seven steps respectively from commercially available geraniol, which involved the construction of the C-5 hydroxyl via an Ti(OⁱPr)₄/(S)-BINOL-mediated asymmetric aldol reaction as the key step.

GRAPHICAL ABSTRACT

Keywords:

• Asymmetric aldol reaction
• ieodomycin A and B
• Ti(OⁱPr)₄/(S)-BINOL system
• total synthesis

ACKNOWLEDGMENT

We thank Professor Chi-Sing Lee of Peking University Shenzhen Graduate School for HRMS measurements.

SUPPORTING INFORMATION

Full experimental details, ¹H and ¹³C NMR spectra, and HPLC traces for this article can be accessed on the publisher’s website.