The first enantioselective six-step synthesis of (-)-heliophenanthrone has been achieved without any protection-deprotection protocol at an overall yield of 28%. Key features of this synthesis comprise a heteroatom-directed Wacker oxidation of an internal cyclic olefin in addition to asymmetric Brown allylation and ring closing metathesis (RCM).

Download full-text PDF

Source
http://dx.doi.org/10.1039/c2ob07095bDOI Listing

Publication Analysis

Top Keywords

heteroatom-directed wacker
8
synthesis --heliophenanthrone
8
wacker oxidations
4
oxidations protection-free
4
protection-free synthesis
4
--heliophenanthrone enantioselective
4
enantioselective six-step
4
six-step synthesis
4
--heliophenanthrone achieved
4
achieved protection-deprotection
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!