Catalytic Cyclization/Silylation of Dienes Containing 1,1-Disubstituted Olefins Using Organolanthanide and Group 3 Organometallic Complexes

Gary A. Molander, Eric D. Dowdy, Herbert Schumann

The Journal of Organic Chemistry · 1998 · 53 citations · 55 references

Concepts

Abstract

The catalytic cyclization/silylation reaction of hindered dienes has been investigated using the relatively unhindered complexes Me 2 Si(C 5 H 3 SiMe 3 ) 2 YCH(TMS) 2 and [Cp TMS 2 LnMe] 2 (Ln = Y, Lu). A wide variety of dienes and trienes bearing a number of functional groups were cyclized, affording silanes containing quaternary centers in a diastereoselective fashion and in good yield. The products can be oxidized using one of several different protocols, yielding alcohols for further functionalization.

References

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