Efficient Direct and Modular Stereoselective Synthesis of Highly Functionalized Tetrahydroisoquinolines and C ₂-1,1′-Bitetrahydroisoquinolines

Abstract

An efficient modular stereoselective synthesis of highly functionalized tetrahydroisoquinolines and C₂ -1,1′-bitetrahydroisoquinolines chiral ligands is disclosed. The synthetic methodology relies on direct stereoselective Pictet–Spengler cyclization between (S)-4-benzyloxazolidin-2-ones and various mono- and dialdehydes using inexpensive sulfuric acid as the catalyst.

Key words

stereoselective synthesis - chiral bitetrahydroisoquinolines - C ₂-symmetric chiral ligands - diastereoselective Pictet–Spengler­ reaction - isoquinoline

• References

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