Olefin metathesis: remote substituents governing the stereoselectivity of 11-membered-ring formation

Georgios Vassilikogiannakis; Ioannis Margaros; Maria Tofi

doi:10.1021/ol036156w

Olefin metathesis: remote substituents governing the stereoselectivity of 11-membered-ring formation

Org Lett. 2004 Jan 22;6(2):205-8. doi: 10.1021/ol036156w.

Authors

Georgios Vassilikogiannakis¹, Ioannis Margaros, Maria Tofi

Affiliation

¹ Department of Chemistry, University of Crete, 71409 Iraklion, Crete, Greece. [email protected]

PMID: 14723529
DOI: 10.1021/ol036156w

Abstract

[reaction: see text] Stereospecific RCM reaction of 7 (R1 = Me) results in the formation of (Z)-11-membered macrocycle 9c. Cascade RCM/ROM/RCM transformation of 7 (R1 = H) affords the thermodynamically more stable spirocycle product 12.