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[3,3]-Claisen rearrangements in 24α-methyl steroid synthesis: Application to campesterol, crinosterol, and Δ25-crinosterol side chain construction

✍ Scribed by Vladimir A. Khripach; Vladimir N. Zhabinskii; Olga V. Konstantinova; Natalya B. Khripach; Andrey P. Antonchick; Bernd Schneider

Book ID: 117213480
Publisher: Elsevier Science
Year: 2002
Tongue: English
Weight: 121 KB
Volume: 67
Category: Article
ISSN: 0039-128X
DOI: 10.1016/s0039-128x(02)00007-7

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Application of [2,3]Wittig and [3,3]Claisen rearrangements in steroid side chain synthesis. A highly stereocontrolled entry to either (22 S)- or (22 R)-hydroxy-23-carboxylic acid

✍ Ko¯lchi Mikami; Kazuya Kawamoto; Takeshi Nakai 📂 Article 📅 1986 🏛 Elsevier Science 🌐 French ⚖ 216 KB

An efficient approach to either (22S)-or (22Ij)-hydroxy-23-carboxylic is described which relies on the stereochemical transmission via [2,3]Wittig sigmatropic rearrangement, respectively. acid side chain or [3,3]Claisen