The Stereochemistry of Ketonization. IX. The 1,9-Enol of 1-Decalone 1,2
摘要:
The stereochemistry of ketonization of the 1,9-enol of 1-decalone has been investigated. Depending on the proton donor, the stereoselectivity varies from a slightly favored formation of trans-1-decalone to a markedly preferential formation of cis-1-decalone. In the course of this study four, and possibly five, of the six theoretically possible mono-α-bromination products of 1-decalone have been isolated. These have been assigned structures and configurations on the basis of chemical and spectral evidence.
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DOI:
10.1021/ja01523a039
被引量:
年份:
1959
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