Enantio- and diastereoselective palladium catalysed arylative and vinylative allene carbocyclisation cascades

Meiling Li, Alison Hawkins, David M. Barber, Patrick Bultinck, Wouter Herrebout, Darren J. Dixon

Chemical Communications · 2013 · 21 citations · 37 references

Concepts

Abstract

The enantioselective synthesis of heavily decorated spirolactams has been accomplished via an arylative or vinylative allene carbocyclisation cascade. Mediated by silver phosphate, a range of allene-linked pro-nucleophiles and aryl or vinyl iodides were reacted in the presence of catalytic Pd(OAc)2 and chiral bis(oxazoline) ligands to afford the spirolactam products in good yields and high enantio- and diastereoselectivities.

References

37