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Total synthesis of cucurbitoside A using a novel fluorous protecting group

✍ Scribed by Masaru Kojima; Yutaka Nakamura; Atsushi Nakamura; Seiji Takeuchi

Publisher: Elsevier Science
Year: 2009
Tongue: French
Weight: 234 KB
Volume: 50
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2008.12.028

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✦ Synopsis

The first total synthesis of cucurbitoside A was achieved using a new fluorous N-phenylcarbamoyl ( F Car) protecting group. The F Car group was introduced into carbohydrates in high yield and was selectively removed with Bu 4 NNO 2 without damaging other acyl protecting groups. The synthetic intermediates were easily isolated by fluorous solid-phase extraction.

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