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2-dipropylborylmethyl-1,3-butadiene - a new reagent for isoprenylation. Efficient synthesis of ipsenol and ipsdienol

✍ Scribed by Yuri N. Bubnov; Marina Yu. Etinger

Book ID
104226833
Publisher
Elsevier Science
Year
1985
Tongue
French
Weight
228 KB
Volume
26
Category
Article
ISSN
0040-4039

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✦ Synopsis

A simple and convenient method

πŸ“œ SIMILAR VOLUMES

2-trimethylsilylmethyl-1,3-butadiene as
2-trimethylsilylmethyl-1,3-butadiene as a novel reagent for isoprenylation. New access to ipsenol and ipsdienol, pheromones of Ips paraconfusus
✍ Akira Hosomi; Masaki Saito; Hideki Sakurai πŸ“‚ Article πŸ“… 1979 πŸ› Elsevier Science 🌐 French βš– 238 KB

Isoprenylation is one of the important reactions to synthesis of various natural products. and 2-bromomethyl-1,3-butadiene has been used as a reagent of introducing anisoprenyl group in a single step.

Chiral synthesis VIA organoboranes. 26.
Chiral synthesis VIA organoboranes. 26. An efficient synthesis of isoprenyl derivatives of borane - valuable reagents for the isoprenylboration of aldehydes. A convenient route to both enantiomers of ipsenol and ipsdienol in high optical purity
✍ Herbert C. Brown; Ramnarayan S. Randad πŸ“‚ Article πŸ“… 1990 πŸ› Elsevier Science 🌐 French βš– 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