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Total Synthesis of [3a S ‐(3aα,9aα,9bβ)]‐3a,4,5,9,9a,9b‐Hexahydro‐3a,6‐dimethyl‐1 H ‐benz[ e ]indene‐3,7(2 H ,8 H )‐dione and Derivatives, Building Blocks for the Synthesis of Glucocorticoids
Author(s) -
Daniewski Andrzej Robert,
Piotrowska Emilia,
Wojciechowska Wanda
Publication year - 1989
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198919890268
Subject(s) - chemistry , indene , enol , silylation , ethylene , medicinal chemistry , organic chemistry , stereochemistry , catalysis
The 1 H ‐benz[ e ]indenes 17–21 , building blocks for the synthesis of steroids, were synthesized by coupling the silyl enol ethers 5 or 6 with ethylene acetals 7,8 of α,β‐unsaturated ketones, followed by cyclization under basic or acidic conditions.