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Cyclic transition state in the acid catalyzed intramolecular allylstannane-aldehyde condensation

✍ Scribed by Vladimir Gevorgyan; Isao Kadota; Yoshinori Yamamoto

Book ID
104224851
Publisher
Elsevier Science
Year
1993
Tongue
French
Weight
269 KB
Volume
34
Category
Article
ISSN
0040-4039

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✦ Synopsis

Br+nsted acid catalyzed or Bu&JF-Tic14 mediated cyclization of (Z)-ar-stannyl ether aldehyde la gives 2a, whereas (E)-isomer lb affords 2b. To explain this stereochemical outcome, a push-pull mechanism is proposed.

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