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Enantioselective Protonation of a Simple Enol: Aminoalcohol-Catalyzed Ketonization of a Photochemically Produced 2-Methylinden-3-ol

✍ Scribed by Dr. Franpise Henin; Dr. Jacques Muzart; Prof. Dr. Jean-Pierre Pete; Anastase M'boungou-M'passi; Prof. Dr. Hermann Rau


Book ID
101559764
Publisher
John Wiley and Sons
Year
1991
Tongue
English
Weight
365 KB
Volume
30
Category
Article
ISSN
0044-8249

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✦ Synopsis


J 17 18 of the main diastereomer (18) of 10a was determined by nuclear Overhauser enhancement (NOE) difference spec-tro~copy.['~I The cyclization 9a -+ 10 a may be explained by considering the reactive intermediates 15 and 16: intermediate 15 appears to be less favorable than 16 as a result of Table 2. Analytical data for the compounds 4, 12b (major diastereomer) and 18. 'HNMR: 270MHz. CDCI,, TMS as