Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Stereoselective Reduction of α-Methyl-β-hydroxy Ketones with Zinc Borohydride
TADASHI NAKATAYOICHIRO TANIMASAYOSHI HATOZAKITAKESHI OISHI
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1984 Volume 32 Issue 4 Pages 1411-1415

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Abstract
Zinc borohydride reduction of α-methyl-β-hydroxy ketones 3 produced the erythro-2-methyl-1, 3-glycol derivatives 4 with high stereoselectivity. The selectivity was particularly high when an olefinic group was conjugated to the carbonyl group. Reduction of the same system with NaBH4 and LiBH4 showed poor selectivity.
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© The Pharmaceutical Society of Japan
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