Studies On The Asymmetric Synthesis Of Spiro"4.4"nonane-1, 6-diols

Compounds with the C2 symmetry axis play a very important role in the field of the asymmetric synthesis and the spiro[4.4]nonane-1,6-diols belong to this kind of ligands. The compounds are structurally characterized by three consecutive chiral centers, one of which is rigid spiro quaternary carbon, and two hydroxys can be easily derivatized. The contents of this thesis mainly include:1. The introduction of the research background of spiro[4.4]nonane-1,6-diols;2. The introduction of other chiral compounds with a C2 symmetry axis and their applications in asymmetric synthesis;3. Based on the development of the semipinacol rearrangement in our group, we used chiral Brφnsted acid to promote a ring opening of the epoxy alcohol and reduced the products to obtain the chiral spiro[4.4]nonane-1,6-diols with three different stereochemistrys. This provides us a good foundation for further developing these compounds in asymmetric synthesis.