𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Pd(0)-Catalyzed Bismetallative Cyclization of Enynes in the Presence of Bu3SnSiMe3 Using N-Heterocyclic Carbene as a Ligand

✍ Scribed by Yoshihiro Sato; Noriko Imakuni; Miwako Mori


Publisher
John Wiley and Sons
Year
2003
Tongue
English
Weight
104 KB
Volume
345
Category
Article
ISSN
1615-4150

No coin nor oath required. For personal study only.

✦ Synopsis


Abstract

It was found that a nucleophilic N‐heterocyclic carbene could be utilized as a ligand for Pd(0)‐catalyzed bismetallative cyclization of enynes in the presence of Bu~3~SnSiMe~3~. An imidazolium salt having a bulky alkyl group attached to both nitrogen atoms of its imidazol‐2‐ylidene skeleton or an imidazolinium salt is suitable as a ligand precursor. The cyclized products obtained from this cyclization have both a vinylsilane moiety and a homoallylstannane moiety, whose utility in synthetic organic chemistry has been proven by transformation into cyclopropanol derivatives.