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A Highly Stereoselective Synthesis of C(11)‐Functionalized Aromatic Steroids by an Intramolecular Benzocyclobutene‐Olefin ‐Cycloaddition. Preliminary Communication
Author(s) -
Oppolzer Wolfgang,
Petrzilka Martin,
Bättig Kurt
Publication year - 1977
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19770600849
Subject(s) - chemistry , benzocyclobutene , stereoselectivity , intramolecular force , olefin fiber , cycloaddition , stereochemistry , organic chemistry , catalysis , polymer
The racemic cis ‐ anti ‐ trans ‐steroids 9 to 11 have been synthesized in a highly stereoselective manner starting from 4‐methoxybenzocyclobutene carboxylic acid via the key step 8 → 9 . ( cf. Scheme 2 ).