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A short enantioselective route to corynanthe alkaloid precursors

✍ Scribed by John Leonard; Dehimi Ouali; Shirley K Rahman


Book ID
108382498
Publisher
Elsevier Science
Year
1990
Tongue
French
Weight
259 KB
Volume
31
Category
Article
ISSN
0040-4039

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solvent was evaporated, and the residue was extracted with pentane. Concentration and cooling of the green-brown solution to -30Β°C yielded 1.01 g of 1 (2.27mmol. 65%). 'HNMR (C,D,): S =10.8 (brs); IR (KBr): C[cm-']= 2959 sh. s), 2909 (s). 2857 (s), 1441 (m), 1377 (s), 1069 (w), 1022 (m), 799 (w). 52

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A Short Enantioselective Synthetic Route to (+)-Cassiol. -Cyclohexenone derivative (VI), a key intermediate for the preparation of (+)-cassiol (VII), is synthesized starting from Ξ²-methylpropionylacetate (I) by condensation with chiral amine (II) followed by asymmetric Michael reaction with acrolei