sp3‐Carbon detosylationsby Dibal‐H≠: Model studies
作者:
Cornelus G. M. Janssen,
Adrianus H. M. Hendriks,
Erik F. Godefroi,
期刊:
Recueil des Travaux Chimiques des Pays‐Bas
(WILEY Available online 1984)
卷期:
Volume 103,
issue 7‐8
页码: 220-224
ISSN:0165-0513
年代: 1984
DOI:10.1002/recl.19841030702
出版商: WILEY‐VCH Verlag
数据来源: WILEY
摘要:
Abstractα‐ And β‐tosylated alkenylaromatic systems5c, dand9a‐care cyclized to6c, dand10a‐cin FSO3H‐containing SO2in synthetically useful processes. Dibal‐H treatment of α‐substituted6c, dbrings about rapid, high‐yield detosylation to7c, d; the β‐tosylated isomers10a‐cgive, with Dibal‐H, after 18 h in refluxing toluene, mainly unreacted sulfones together with minor amounts of sulfides11a‐c. Ring‐disrupted congeners15a‐dand18a‐cbehave likewise, with α–tosylated15a‐dbeing rapidly detosylated by Dibal‐H to16a‐dand their β‐substituted isomers undergoing low‐yield reductions to sulfides19a‐c. Dibal‐H mediated detosy
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