Synthesis of Stereoselectively Functionalized SilacyclopentanesThis research was supported by JSPS KAKENHI Grants JP16K13955, JP15K13697, and 17H06235, Integrated Research Consortium on Chemical Sciences, the Cooperative Research Program of ‘Network Joint Research Center for Materials and Devices’, Kakihara Science Technology Foundation, and Ube Industries Foundation.
Received: 16 May 2017
Accepted: 12 June 2017
25 August 2017 (eFirst)
Dedicated to Professor Teruaki Mukaiyama in celebration of his 90th birthday (Sotsuju)
Published as part of the Cluster Silicon in Synthesis and Catalysis
An efficient approach to a variety of chiral silacyclopentanes having silicon stereogenic center based on the stereospecific transformations of C4 carbon stereogenic center of silacyclopentenols by Mitsunobu reaction or Tsuji–Trost reaction has been developed. The thus obtained substitution products can be converted into novel silacyclopentane triols, amines, and carboxylic acids in stereospecific manner.