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Convenient synthesis of benzocyclobutene

โœ Scribed by Markgraf, J. Hodge.; Basta, Salvatore J.; Wege, Peter M.


Book ID
126254237
Publisher
American Chemical Society
Year
1972
Tongue
English
Weight
452 KB
Volume
37
Category
Article
ISSN
0022-3263

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๐Ÿ“œ SIMILAR VOLUMES


New Synthesis of benzocyclobutene
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The novel homoisoflavanone scillascillin has been synthesized from phloroglucinol. The sequence described represents the first synthesis of a naturally occuring benzocyclobutene. The first example of a silyl transfer involving an 8-membered transition state is reported.

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Benzocyclobutenes' have been found to be quite useful species for the synthesis of several types of compounds, including members of the alkaloid,\* steroid,3 and polycyclic ter-penoid4 classes of natural products. The key step in each of these syntheses may be rationalized in terms of a (2+4) cycloa