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Dynamic Kinetic Resolution via Asymmetric Conjugate Reduction: Enantio- and Diastereoselective Synthesis of 2,4-Dialkyl Cyclopentanones

โœ Scribed by Jurkauskas, Valdas; Buchwald, Stephen L.


Book ID
121207446
Publisher
American Chemical Society
Year
2002
Tongue
English
Weight
41 KB
Volume
124
Category
Article
ISSN
0002-7863

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Enantio- and Diastereoselective Synthesi
โœ Alexander Deiters; Birgit Wibbeling; Dieter Hoppe ๐Ÿ“‚ Article ๐Ÿ“… 2001 ๐Ÿ› John Wiley and Sons ๐ŸŒ English โš– 76 KB ๐Ÿ‘ 1 views

Scheme 1. Synthesis of the cyclization precursor 1. (a) 4-Bromobut-2-enoic acid methyl ester (2.2 equiv., E/Z = 80 : 20), K 2 CO 3 (1.5 equiv.), 80 ยฐC; (b) DIBAH (1.5 equiv.), hexane/THF, ยฑ78 ยฐC; (c) NaH (0.25 equiv.), 6 (0.25 equiv.), THF, 60 ยฐC; (d) LiCl (4.0 equiv.), n-BuLi (1.3 equiv.), CH 3 SO