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Versatile Diastereoselectivity in Formal [3,3]-Sigmatropic Shifts of Substituted 1-Alkenyl-3-alkylidenecyclobutanols and Their Silyl Ethers

✍ Scribed by Jung, Michael E.; Nishimura, Nobuko; Novack, Aaron R.


Book ID
127314694
Publisher
American Chemical Society
Year
2005
Tongue
English
Weight
72 KB
Volume
127
Category
Article
ISSN
0002-7863

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High diastereoselectivity was observed in the directed aldol reaction of lithiun 'enolates of 1-fluoro-3,3\_dimethylbutanone while an apparent reversa1 of diastereoselection was found in Lewis acid mediated reactions of corresponding enol silyl ethers. Application of the directed aldol reaction' to