Pregled bibliografske jedinice broj: 392225
Stereoselectivity in the Paterno-Buchi reaction on chiral allylic alcohols, for a discussion of the hydroxy directing effect
Stereoselectivity in the Paterno-Buchi reaction on chiral allylic alcohols, for a discussion of the hydroxy directing effect // Letters in Organic Chemistry, 2. (2005), 2; 132-135 (međunarodna recenzija, članak, znanstveni)
CROSBI ID: 392225 Za ispravke kontaktirajte CROSBI podršku putem web obrasca
Naslov
Stereoselectivity in the Paterno-Buchi reaction on chiral allylic alcohols, for a discussion of the hydroxy directing effect
Autori
D'Auria, Maurizio ; Emanuele, Lucia ; Racioppi, Rocco
Izvornik
Letters in Organic Chemistry (1570-1786) 2.
(2005), 2;
132-135
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni
Ključne riječi
cycloaddition; allylic alcohols; stereoselectivity; Paterno-Bchi reaction; photochemistry; hydroxy directing effect
Sažetak
The stereoselectivity of the photochemical reaction between acetophenone and 2, 2, 5-trimethyl-4-hexen-3-ol was explained on the basis of a DFT study. Conformational analysis of the starting material showed that two conformations were the most stable ones. Assuming that the attack of the excited carbonyl group occurred on the same side of the hydroxy group (due to hydrogen bond or to the formation of a complex), the possible conformations of the biradical intermediate was examined. Only the precursors of the threo stereoisomer was obtained in agreement with experimental results.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
Citiraj ovu publikaciju:
Časopis indeksira:
- Current Contents Connect (CCC)
- Web of Science Core Collection (WoSCC)
- Science Citation Index Expanded (SCI-EXP)
- SCI-EXP, SSCI i/ili A&HCI
- Scopus
