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A Short Diastereoselective Entry to Indole Alkaloids of the Corynanthe Type by the Intramolecular Ene Reaction by Prof. Dr. Lutz F. Tietze; Dr. Jürgen Wichmann is a Chemistry article available to read on EtoBox.

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solvent was evaporated, and the residue was extracted with pentane. Concentration and cooling of the green-brown solution to -30°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). 523 (w); correct elemental analysis for C,,H,,CI,Cr,. 2: 2.0 equivalents of MeLi (1.4 M in Et,O) were added to a THF solution of 1 (prepared in situ as above). Evaporation of THF and extraction with pentane gave a brown solution, which was filtered and concentrated. Cooling to -30 "C for approximately 15 h yielded 0.85 g of 2 (2.1 mmol, 60%). ' H N M R (C,D,): 6 =14.9 (brs, 3H). 2.51 (s, 15H); IR (KBr): t[cm-'] = 2960 (sh, s). 2909 (s), 2857 (s). 1435 (m), 1375 (s), 1165 (w). 1111 (w). 1022 (w). 937 (m), 824 (w), 475 (w); correct elemental analysis for C,,H,,Cr,. 5 : A solution of 2 (0.80 g, 2.0 mmol) in pentane (50 mL) was placed in a 500 mL flask fitted with a needle valve. The solution was degassed and the flask backfilled with H, (1 atm). After the mixture was stirred at room temperature for 6 days, the solution was filtered to yield a black solid 5, which was washed with pentane and d

Who reads A Short Diastereoselective Entry to Indole Alkaloids of the Corynanthe Type by the Intramolecular Ene Reaction?

Author

Prof. Dr. Lutz F. Tietze; Dr. Jürgen Wichmann

Publisher

John Wiley and Sons; Wiley (John Wiley & Sons); John Wiley & Sons Ltd.; Wiley; Research Square (ISSN 0044-8249)

Published

1992

Language

EN

Field

Chemistry (Physical Sciences)