𝔖 Bobbio Scriptorium
✦   LIBER   ✦

ChemInform Abstract: Regio- and Stereospecificity in Radical Cascade Cyclizations of TMS-Alcyne Containing Allyl Bromomethyldimethylsilyl Ethers.

✍ Scribed by F. BELVAL; C. CHAVIS; A. FRUCHIER; J.-L. MONTERO; M. LUCAS

Book ID
101868581
Publisher
John Wiley and Sons
Year
2010
Weight
31 KB
Volume
29
Category
Article
ISSN
0931-7597

No coin nor oath required. For personal study only.

✦ Synopsis

Regio-and Stereospecificity in Radical Cascade Cyclizations of TMS-Alcyne Containing Allyl Bromomethyldimethylsilyl Ethers.

-Tandem radical cyclization of the racemic (E)-silane (I) yields the all-cis substituted vinylcyclopentanol (II) as an isoprostanoid precursor together with minor amounts of the reduced branched alcohol (III). The corresponding optically active (Z)/(E)-mixture (IV) provides the same products without racemization. -(

πŸ“œ SIMILAR VOLUMES

Regio- and stereospecificity in radical
Regio- and stereospecificity in radical cascade cyclizations of TMS-alcyne containing allyl bromomethyldimethylsilyl ethers
✍ Florence Belval; Claude Chavis; Alain Fruchier; Jean-Louis MontΓ©ro; Marc Lucas πŸ“‚ Article πŸ“… 1998 πŸ› Elsevier Science 🌐 French βš– 134 KB

Tandem radical cyclization of (E) and (Z) TMS-homopropargyl allyl brumomethyldimethylsilyl ethers is reported to provide an ail-cis substituted vinylcyclopentanol 5. Regio-and stereospecificity are discussed.