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Efficient synthesis of N-glyoxyloyl-(2R)-bornane-10,2-sultam

✍ Scribed by Tomasz Bauer; Artur Jeżewski; Christian Chapuis; Janusz Jurczak

Book ID
108036435
Publisher
Elsevier Science
Year
1996
Tongue
English
Weight
222 KB
Volume
7
Category
Article
ISSN
0957-4166

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Highly diastereoselective hetero-Diels–Alder reaction of buta-1,3-diene with N-glyoxyloyl-(2R)-bornane-10,2-sultam: an efficient synthesis of homochiral (S)-3-[2-{(methylsulfonyl)oxy}ethoxy]-4-(triphenylmethoxy)-1-butanol methanesulfonate
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The influence of Lewis acid on the diastereoselectivity of [4+2] cycloaddition of buta-1,3-diene to N-glyoxyloyl-(2R)bornane-10,2-sultam was investigated and high levels of asymmetric induction were achieved. (S)-3-[2-{(Methylsulfonyl)oxy}ethoxy]-4-(triphenylmethoxy)-1-butanol methanesulfonate were