- BINAP/AgOTf/KF/18-crown-6 as new bifunctional catalysts for asymmetric Sakurai-Hosomi allylation and Mukaiyama aldol reaction
-
A catalytic amount of KF·18-crown-6 complex is effective as a soluble fluoride source to activate an asymmetric Sakurai-Hosomi allylation with BINAP and silver(I) triflate catalyst. The allylation of a variety of aromatic, α,β-unsaturated and aliphatic al
- Wadamoto, Manabu,Ozasa, Nobuko,Yanagisawa, Akira,Yamamoto, Hisashi
-
p. 5593 - 5601
(2007/10/03)
-
- Pentacoordinate Allylsiliconates in Organic Synthesis: Synthesis of Triethylammonium Bis(catecholato)allylsiliconates and Selective Allylation of Aldehydes
-
Pentacoordinate triethylammonium bis(catecholato)allylsiliconates were synthesized by reaction of allyltrialkoxysilanes, catechol, and triethylamine.The allylsiliconates react with aldehydes without catalyst to give the corresponding homoallyl alcohols in high yields in a completely regiospecific and highly diastereoselective mode.The stereochemistry of the products can be reasonably interpreted by assuming a cyclic six-membered ring transition state.This allylation of aldehydes can also be effected by mixing them with an allyltrialkoxysilane, an alcohol, and an amide, generating the allylsiliconate in situ.
- Hosomi, Akira,Kohra, Shinya,Ogata, Koichiro,Yanagi, Toshiharu,Tominaga, Yoshinori
-
p. 2415 - 2420
(2007/10/02)
-