𝔖 Bobbio Scriptorium
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Synthesis of steroids and related compounds

✍ Scribed by I. N. Nazarov; S. I. Zavyalov


Book ID
112491114
Publisher
Springer
Year
1958
Tongue
English
Weight
346 KB
Volume
6
Category
Article
ISSN
1573-9171

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Stereoselective Synthesis of Steroids an
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## Abstract A total synthesis of (±)‐chokol A (__rac__‐12) was accomplished in five steps by starting from the α,β‐unsaturated ester (__E__)‐2 in an overall yield of 24%. The key step of this synthesis is the tandem conjugate addition/Dieckmann cyclization of the cuprate derived from vinyl bromide

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## Abstract The indene derivative 7 and the 1,2,2,3‐tetrasubstituted cyclopentane derivative 8 have been synthesized in three steps starting from the Hajos‐Wiechert ketone 1. magnified image

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## Abstract α‐Alkylation of the α,β‐unsaturated ketone 1 at C‐4 has been achieved by thioalkylation of the corresponding zinc dienolate with α‐chlorosulfides of type 2. The desulfurization of the β‐(phenylthio) ketones 4 leads directly to the 4‐substituted hexahydroinden‐5‐ones 5. magnified image