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Biomimetic total synthesis of steroids X. Synthesis of 7-(methoxymethyl)- and 7-(phenylmethoxymethyl)-19-norsteroids

✍ Scribed by M. B. Groen; F. J. Zeelen


Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
548 KB
Volume
105
Category
Article
ISSN
0165-0513

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Biomimetic total synthesis of steroids I
✍ M.B. Groen; F.J. Zeelen 📂 Article 📅 2010 🏛 Elsevier Science 🌐 English ⚖ 406 KB

## Abstract The cationic cyclization of 2‐[6‐(__m__‐methoxyphenyl)‐(__E__)‐3‐hexenyl]‐3,5‐dimethyl‐2‐cyclopentenol (**3**) was investigated. Exclusive formation of 1‐ and 3‐methoxy‐15α,17‐dimethyl‐1,3,5(10), 13(17)‐gonatetraene (**4** and **5**) was observed, indicating complete stereoselectivity i

Biomimetic total synthesis of steroids V
✍ M. B. Groen; B. Hindriksen; F. J. Zeelen 📂 Article 📅 2010 🏛 Elsevier Science 🌐 English ⚖ 721 KB

## Abstract Cationic cyclization of 2‐[6‐(3‐methoxyphenyl)‐(Z)‐3‐hexenyl]‐3‐methyl‐2‐cyclopentenol (7a) produced 1‐ and 3‐methoxy‐17‐methyl‐8α‐gona‐1,3,5(10),13(17)‐tetraene (**8a** and **9a**) with complete stereospecificity. Cyclization of similar substrates with an alkyl substituent in the appro