Reductive cleavage of acetals and ketals with 9-borabicyclo [3.3. 1] nonane

JA Soderquist, I Kock, ME Estrella

Index: Soderquist, John A.; Kock, Iveliz; Estrella, Maria E. Organic Process Research and Development, 2006 , vol. 10, # 5 p. 1076 - 1079

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Citation Number: 11

Abstract

The reductive cleavage of benzaldehyde acetals and acetophenone ketals with the air- stable crystalline 9-borabicyclo [3.3. 1] nonane dimer provides monobenzylated ether derivatives of diols and 1, 2-oxygen-transposed β-phenethyl alcohols, respectively. The boron moiety is effectively recovered through simple procedures which involve convenient air-stable reagents and boron byproducts. The process is particularly selective for 1, 3- ...