An unexpected effect of acetal stereochemistry on the course of its reductive cleavage.
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ABSTRACT:
SUBMITTER: Wenzler ME
PROVIDER: S-EPMC7451082 | biostudies-literature | 2016 Jul
REPOSITORIES: biostudies-literature
Publications
An unexpected effect of acetal stereochemistry on the course of its reductive cleavage.
Wenzler Marta E ME Sulikowski Gary A GA
Tetrahedron letters 20160616 30
Alternate routes to the BC spirocycle of 'upenamide starting from Diels-Alder adduct <b>1</b> are described. Key to utilizing <b>1</b> in a synthesis of 'upenamide is the differentiation of three functionalized carbons by either oxidation or protection state. A surprising effect of acetal stereochemistry on reaction course was observed and rationalized. ...[more]
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