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Activation of 7-endo over 6-exo epoxide openings. Synthesis of oxepane and tetrahydropyran systems

✍ Scribed by Nicolaou, K. C.; Prasad, C. V. C.; Somers, P. K.; Hwang, C. K.

Book ID: 120545595
Publisher: American Chemical Society
Year: 1989
Tongue: English
Weight: 784 KB
Volume: 111
Category: Article
ISSN: 0002-7863
DOI: 10.1021/ja00196a044

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## Abstract Syntheses of the alcohols **10** and **18**, and the corresponding ketones **11** and **19** are presented. __Endo__‐5, __exo__‐6‐bis (chloromethyl)‐__endo__‐3‐chloro‐__exo__‐2‐norbornanol (**16**) and __endo__‐5‐(bromomethyl)‐__exo__‐6‐(chloromethyl)‐__endo__‐3‐chloro‐__exo__‐2‐norborn