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Total Synthesis of New 8‐(Arylmethyl)berbines
Author(s) -
Valpuesta Maria,
Ariza Manuela,
Diaz Amelia,
Torres Gregorio,
Suau Rafael
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200901081
Subject(s) - chemistry , epimer , total synthesis , stereochemistry , medicinal chemistry , organic chemistry
The total synthesis of the natural compound (8 S *,14 S *)‐8‐(4′‐hydroxybenzyl)‐2,3‐dimethoxyberbin‐10‐ol and its C‐8 epimer has been conveniently developed by making use of the diastereoselective Stevens rearrangement of the corresponding N ‐(arylmethyl)berbinium salts as the key step.