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Stereochemistry of reduction of 4-acetyl-3α,4α-epoxycarane by sodium borohydride

✍ Scribed by B. A. Arbuzov; A. N. Vereshchagin; Z. G. Isaeva; S. G. Vul'fson; N. D. Ibragimova; A. I. Donskova

Book ID
112449920
Publisher
Springer
Year
1979
Tongue
English
Weight
250 KB
Volume
28
Category
Article
ISSN
1573-9171

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Regio- and chemoselective conjugate 1,4-
Regio- and chemoselective conjugate 1,4-reduction of α-oxoketene dithioacetals with sodium borohydride and sodium cyanoborohydride
✍ Ch. Srinivasa Rao; R.T. Chakrasali; Hiriyakkanavar Ila; Hiriyakkanavar Junjappa 📂 Article 📅 1990 🏛 Elsevier Science 🌐 French ⚖ 662 KB

Theor-oxoketene dithioacetals 1. are shown to undergo conjugate 1,4-reduction in highly regio-and chemoselective manner with sodium borohydride in acetic acid to afford the corresponding B-oxodithioacetals 5 in good yields. These results have been rationalized according to HSAB principle in terms of