{'fraction_non_alphanumeric': 0.055304740406320545, 'fraction_numerical': 0.045146726862302484, 'mean_word_length': 5.427536231884058, 'pattern_counts': {'":': 0, '<': 0, '<?xml version=': 0, '>': 0, 'https://': 0, 'lorem ipsum': 0, 'www.': 0, 'xml': 0}, 'pii_count': 0, 'substrings_counts': 0, 'word_list_counts': {'cursed_substrings.json': 0, 'profanity_word_list.json': 0, 'sexual_word_list.json': 0, 'zh_pornsignals.json': 0}}
Some stereoselective and regioselective olefin additions: iodoacetoxylation and related electrophilic additions across the 22(23)-bond of 3 ,5 -cycloergosta-7,22-dien-6-one.

Iodoacetoxylation of the 22(23)-olefinic bond of 3α,5α-cycloergosta-7,22-dien-6-one proceeds in a stereoselective and regioselective manner; reactions with other electrophilic reagents proceed similarly. The structures of the adducts have been correlated chemically, by measurements of molecular rotation differences for the derived 22- and 23-alcohols, and by an X-ray crystallographic analysis of (23R)-23-hydroxy-3α,5α-cycloergost-7-en-6-one. Whereas lithium aluminium hydride reduction of the 23-ketone obtained from the latter alcohol proceeded according to the Cram rule, reduction of the corresponding 22-ketone did not. These results allow the stereoselective preparation of 22- and 23-hydroxy-steroids.