Intramolecular Cyclization of 2, 7-or 2, 8-Bis-unsaturated Esters Mediated by (η2-Propene) Ti (Oi-Pr) 2. Facile Construction of Mono-and Bicyclic Skeletons with …
H Urabe, K Suzuki, F Sato
Index: Urabe; Suzuki; Sato Journal of the American Chemical Society, 1997 , vol. 119, # 42 p. 10014 - 10027
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Citation Number: 78
Abstract
tert-Butyl 2-en-7-ynoate 6 was treated with (η2-propene) Ti (Oi-Pr) 2 (3), generated in situ from Ti (Oi-Pr) 4 or Ti (Oi-Pr) 3Cl and i-PrMgCl, in ether at-50 to-20° C to afford the product 8 in good yield. The presence of the intermediate titanabicycle 7 was verified by bis- deuterolysis with excess D2O. When the titanabicycle 7 was treated with 1.1 equiv of i-PrOD and then worked up as usual, the monodeuterated product 10 was obtained with high site ...
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