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3,3-Dimethylallyldiisopinocampheylborane: A novel reagent for chiral isoprenylation of aldehydes. Synthesis of (+)- and (−)-artemisia alcohol in exceptionally high enantiomeric purity

✍ Scribed by Herbert C. Brown; Prabhakar K. Jadhav


Book ID
104232562
Publisher
Elsevier Science
Year
1984
Tongue
French
Weight
220 KB
Volume
25
Category
Article
ISSN
0040-4039

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Chiral synthesis VIA organoboranes. 26.
✍ Herbert C. Brown; Ramnarayan S. Randad 📂 Article 📅 1990 🏛 Elsevier Science 🌐 French ⚖ 788 KB

Preparahon of B-isoprenyldialkylboranes is achieved by adopting the Brandsma modification of the Schlosser procedure, namely metallation of isoprene with potassium 2,2,5,5tetramethylpiperidide followed by sequential treatment with B-methoxydialkylborane and boron trifluoride-etherate. These reagent