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Facile synthesis of functionalized bicyclo[3.2.1]octane systems using the selective fragmentation reaction

✍ Scribed by Shoichi Sagawa; Hiroto Nagaoka; Yasuji Yamada

Publisher
Elsevier Science
Year
1994
Tongue
French
Weight
179 KB
Volume
35
Category
Article
ISSN
0040-4039

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✍ Philip Magnus; Trevor Rainey; Vince Lynch πŸ“‚ Article πŸ“… 2003 πŸ› Elsevier Science 🌐 French βš– 144 KB

The sulfide 5 underwent Pummerer cyclization to give 6, whereas the allyl silane analog 10 produced the bicyclo[3.2.1]octanones 11 and 11a. Extension of this methodology to 15 resulted in 16 without the necessity for allyl silane activation. The intermediate diazoketone 14 on treatment with BF 3 β€’OE