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Medium ring synthesis via intramolecular diels-alder reaction. I. The synthesis of bicyclo[6.4.O]dodecane systems

✍ Scribed by Kunio Sakan; Douglas A. Smith


Publisher
Elsevier Science
Year
1984
Tongue
French
Weight
275 KB
Volume
25
Category
Article
ISSN
0040-4039

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✦ Synopsis


MEDIUM RING SYNTHESIS VIA INTRAMOLECULAR DIELS-ALDER REACTION. 1. THE SYNTHESIS OF BICYCLO[6.4.O]DODECANE SYSTEMS


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Studies of thermal IMDA cyclizations of (1E,7E)-1-nitro-deca-1,7,9-trienes and (1E,3Z,7E)-1-nitro-deca-1,3,7,9-tetraenes have been examined. Reactions of these nitroalkenes proceed via transition states featuring characteristics of asymmetric stretch asynchronicity and result in stereoselective form