The total synthesis of calystegine B4 was achieved in 10 steps from (–)‐D‐lyxose by using a new synthetic strategy to obtain the requisite protected hydroxylated 4‐aminocyclohept‐2‐en‐1‐one without the problem of regioisomer formation that was a problem in the earlier synthesis of this natural product. The key steps included a Petasis–borono‐Mannich reaction and a ring‐closing metathesis reaction.
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