Synthesis of chiral 1-benzyl-1,2,3,4-tetra-hydroisoquinolines by

Details Synthesis of chiral 1-benzyl-1,2,3,4-tetra-hydroisoquinolines by Synthesis of chiral 1-benzyl-1,2,3,4-tetra-hydroisoquinolines by

1985-06-26

1988-02-23

Daus, Donald G.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546 44, 546 45, 546146, 546149, C07D21720

Patent

active

047271469

ABSTRACT:
In a short total synthesis of morphinan compounds, derivatives of 1-benzyl-1,2,3,4-tetrahydroisoquinoline are produced. Certain of these compounds, although highly aromatic and functionalized, can be optically resolved. The optically active enantiomers can serve as important intermediates for both natural and unnatural opioids. As a special function of this invention, certain of the derivatives, namely 4'-6' and 7'-9', may be hydrogenated to 1'-3' derivative by asymmetric reduction either of the catalytic or chemical type.

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