Tetrahedron p. 14403 - 14418 (1996)
Update date:2022-08-03
Topics:
Henninger, Todd C.
Sabat, Michal
Sundberg, Richard J.
Two routes from the oxidative cyclization product 1 derived from tyrosine to methyl 7-(tert-butyldimethylsiloxy)-N-(benzyloxycarbonyl)-2,3,7,7a-tetrahydro indole-2-carboxylate are described. The routes are stereodivergent leading to the 2-S,7-S,7a-S (6) and 2-S,7-R,7a-S-(13) diastereomers. The former stereochemistry corresponds to that present in gliotoxin.
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