Abstract Grandisol (10) is stereoselectively synthesized in 9 steps, starting from commercially available 3-methyl-3-buten-1-ol (1). The key step of the synthesis is the Cu (I)- catalyzed [2+ 2]-photocycloaddition of 3 to 4a or 4b. Moreover, solvent effects on the endo/exo product ratio of the [2+ 2]-photocycloaddition are investigated.
[Chen, Ligong; Gill, G. Bryon; Pattenden, Gerald; Simonian, Houri Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1996 , # 1 p. 31 - 44]