An entry to 1,6-dioxaspiro[4.6]undecanes and 1,7-dioxaspiro[5.6]dodecanes

作者：Ollivier Anthony; Sinibaldi Marie Eve^*; Toupet Loic; Traikia Mounir; Canet Isabelle

来源：Tetrahedron Letters, 2010, 51(31): 4147-4149.

DOI：10.1016/j.tetlet.2010.06.003

• Spiroketal
• Cyclization
• Hydrazone
• Alkylation

Ketones 11a-c obtained by iterative alkylation of acetone N,N-dimethylhydrazone with iodides 6 and 8a,b or epoxide 9 followed by SiO(2)/H(2)O-induced cleavage of the hydrazone were quantitatively transformed into 1,6-dioxaspiro[4.6]undecanes 12a,c and 1,7-dioxaspiro[5.6]dodecanes 12b using Yb(OTf)(3) in CH(3)CN.

• 出版日期2010-8-4