Simple, Efficient, and Stereoselective Synthesis of Functionalized Spiro[4.5]decane and Spiro[5.5]undecane Systems

Abstract

A stereoselective entry into spiro[4.5]decanes and spiro[5.5]undecanes via oxidative cleavage of tricyclo[5.2.2.0^1,5]undecanes and tricyclo[6.2.2.0^1,6]dodecanes, which are readily available from simple aromatic precursors, is described.

Keywords:

• Oxidative cleavage
• spiro[4.5]decanes
• spiro[5.5]undecanes

ACKNOWLEDGMENT

We thank Department of Science and Technology (DST), New Delhi, for continuing financial support and Sophisticated Analytical Instruments Facility, Indian Institute of Technology, Bombay, for spectral data. We also thank DST, New Delhi, for creating a national single-crystal diffraction facility. One of us (R. B. S) thanks Council of Scientific and Industrial Research, New Delhi, for a research fellowship.