Generalization, Alteration, and Enhancement of the Stereoselectivity in the Cieplak-Mode Reductions of 4-Alkoxy(or Silyloxy)cyclohexanones
- 1 September 1990
- journal article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 19 (9) , 1507-1510
- https://doi.org/10.1246/cl.1990.1507
Abstract
Reductions of 4-alkoxy(or silyloxy)cyclohexanones with LiAlH4, AlH(i-Bu)2, and Li(s-Bu)3BH afforded the corresponding cis alcohols in 73–80% selectivities. Similar reduction of 4-benzyloxy- and 4-t-butyldiphenylsilyloxy-cyclohexanones with AlH(i-Bu)2 in the presence of EtAlCl2 gave trans alcohol (93% selectivity) from the former and cis alcohol (94% selectivity) from the latter, respectively.This publication has 13 references indexed in Scilit:
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