Paul Docherty at TotallySynthetic.com blog has done a great job at describing the total synthesis of this natural product, which recently appeared in ACIEE EarlyView. Go here to read it.
High points of the synthesis include:
1) use of SES (2-trimethylsilyl ethyl sulfone) group as a protecting group for the nitrogen
2) sulfone-mediated 5-endo-trig cyclization to form the spiropyrrolidine ring system (neat!)
3) substrate-controlled stereoselective alkynylation and subsequent reduction to install the n-hexyl side-chain, concurrently with the openning of the aminal ring.
A good read of both the blog and the paper (you can access the paper from Paul's blog).
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