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Cyclofunctionalisation of epoxyalcohol derivatives. 4. Cyclisation of sulfonylacetate dianions: A synthesis of “MeBMT”

✍ Scribed by Stuart W. McCombie; Bandarpalle B. Shankar; Ashit K. Ganguly

Book ID
104244530
Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
250 KB
Volume
30
Category
Article
ISSN
0040-4039

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✦ Synopsis

n,a-Dianions, derived from arenesulfonylacetate esters of 2,3-epoxyalcohols, cyclised to give 3-arenesulfonyl-

Dianion fragmentatian to regenerate the epoxyalcohol was a competing, substratedependent process. Sulfonyllactone ( ) was elaborated efficiently to an advanced intermediate for the unusual aminoacid "MeBMF ( ). and also to stereodefined cyclopropane derivatives.

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