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Enantioselective intermolecular 1,3-dipolar cycloaddition via ester-derived carbonyl ylide formation catalyzed by chiral dirhodium(II) carboxylates

✍ Scribed by Shinji Kitagaki; Motoki Yasugahira; Masahiro Anada; Makoto Nakajima; Shunichi Hashimoto

Book ID: 104210613
Publisher: Elsevier Science
Year: 2000
Tongue: French
Weight: 198 KB
Volume: 41
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)00977-1

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✦ Synopsis

Enantioselective 1,3-dipolar cycloaddition of the ester-carbonyl ylides derived from methyl 2-(diazoacetyl)benzoate and 3-(diazoacetyl)-2-naphthoate with dipolarophiles has been eected with the aid of dirhodium(II) tetrakis[N-phthaloyl-(S)-tert-leucinate], aording cycloadducts in up to 93% ee.

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