Conversion of racemic allylic hydroperoxides into corresponding chiral 1/2,3-triols by using catalytic OsO4 and chiral cinchona ligands in the absence of co-oxidant
Yükleniyor...
Dosyalar
Tarih
2015
Yazarlar
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Scientific Technical Research Council Turkey-Tubitak
Erişim Hakkı
info:eu-repo/semantics/openAccess
Özet
For the first time, removal of oxygen atoms from allylic hydroperoxide functionality and reintroduction to the double bond was achieved using catalytic OsO4 and chiral cinchona alkaloid derivatives in an acetone water mixture to give corresponding chiral 1/2,3-triol with an enantioselectivity up to 99% ee. The hydroperoxide group was used as both a co-oxidant and a source of hydroxyl groups. This protocol is thought to have potential to provide opportunities for chiral synthesis of 1/2,3-triols from corresponding allylic hydroperoxides in the absence of co-oxidant in one stage for the first time in the literature.
Açıklama
WOS: 000359063900010
Anahtar Kelimeler
Chiral 1/2,3-triols, chiral cinchona alkaloids derivatives, allylic hydroperoxide, intramolecular atom transfer
Kaynak
Turkish Journal Of Chemistry
WoS Q Değeri
Q3
Scopus Q Değeri
Q3
Cilt
39
Sayı
4
