86558-55-6Relevant articles and documents
Enantiocontrolled synthesis of quaternary carbon centers via anionic oxy-cope rearrengement: An efficient synthesis of (+)-dihydromayurone
Lee, Eun,Shin, In-Jae,Kim, Tae-Seong
, p. 260 - 264 (2007/10/02)
(+)-Dihydromayurone (1) was enantioselectively synthesized from β-cyclocitral (7). The key step in the synthesis involved anionic oxy-Cope of allylic alcohol 6 to aldehyde 5. Efficient transfer of chirality from the secondary allylic alcohol center to the quaternary carbon center was observed vai chairlike transition state with the equatorial oxyanionic bond.
SYNTHESE TOTALE DU (+/-)POLIGODIAL, DE LA DRIMENINE ET DE COMPOSES APPARENTES A JONCTION DE CYCLE cis ET trans
Jalali-Naini, M.,Guillerm, D.,Lallemand, J-Y.
, p. 749 - 758 (2007/10/02)
Isomerization by base under kinetic or thermodynamic control of the Diels-Alder adduct of 1,3,3-trimethyl-2-vinyl-1-cyclohexene with dimethyl acetylene dicarboxylate leads to two isomers which, after catalytic hydrogenation, give in high yield starting materials for synthesis of trans and cis drimanes.A short total synthesis of (+/-)-polygodial and (+/-)-drimenine from one of these isomers is desribed.