A new stereoselective synthesis of grandisol
K Langer, J Mattay, A Heidbreder…
Index: Langer, Klaus; Mattay, Jochen; Heidbreder, Andreas; Moeller, Manfred Liebigs Annalen der Chemie, 1992 , # 3 p. 257 - 260
Full Text: HTML
Citation Number: 9
Abstract
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.
Related Articles:
[Salomon; Coughlin; Ghosh; Zagorski Journal of the American Chemical Society, 1982 , vol. 104, # 4 p. 998 - 1007]
[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]
[Hoye, Thomas R.; Vyvyan, James R. Journal of Organic Chemistry, 1995 , vol. 60, # 13 p. 4184 - 4195]