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Biosynthesis of the oogoniols, steroidal sex hormones of Achlya: the role of fucosterol

โœ Scribed by Trevor C. McMorris; Robert H. White


Book ID
107841871
Publisher
Elsevier Science
Year
1977
Tongue
English
Weight
435 KB
Volume
16
Category
Article
ISSN
0031-9422

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The water mold sex hormone oogoniol (la) has been synthesized from adrenosterone in 18 steps in 7.0% overall yield. The crucial step introduces the stereochemistry at C-15 and C-20 through a highly efficient 1,4-addition of the organocyanocuprate generated from the side chain Grignard reagent (fi) a