Stereoselective Synthesis of the C31–C41 Spirolactam Fragment of Sanglifehrin A

J. S. Yadav, K. V. Raghavendra Rao, Aala Kavita, Debendra K. Mohapatra

European Journal of Organic Chemistry · 2013 · 11 citations · 32 references

Concepts

Abstract

Abstract A stereoselective synthesis of the spirolactam fragment (C31–C41) of a highly‐potent immunosuppressant sanglifehrin A is described. The key steps involved in this synthesis are a desymmetrization protocol, Sharpless asymmetric epoxidation, Crimmins syn aldol reaction, Barton–McCombie deoxygenation, and acid‐mediated spirolactamization.

References

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