The title reducing agent (1) reduces aromatic nitriles to the corresponding aldehydes in yields of 60-98 %, while aliphati? nitriles being intact. Transformation of nitriles to aldehydes is of importance in organic synthesis. Numerous methods have been proposed to achieve this objectiveI; however, t
One-pot conversion of carboxylic acids to aldehydes through treatment of acyloxy-9-borabicyclo[3.3.1]nonanes with lithium 9-boratabicyclo[3.3.1]nonane
β Scribed by Jin Soon Cha; Jin Euog Kim; Se Yeon Oh; Jong Dae Kim
- Publisher
- Elsevier Science
- Year
- 1987
- Tongue
- French
- Weight
- 245 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Carboxylic acids are readily reduced to the corresponding aldehydes in high yields by treatment of acyloxy-9-borabicycloC3.3.llnonanes with lithium 9-boratabicycloL3.3.l]nonane (Li 9-BBNH) at room temperature.
Thexylchloroborane-methyl sulfide 2 and thexylbromoborane-methyl sulfide 3
π SIMILAR VOLUMES
Facile Reduction of Tertiary Lactams to Cyclic Amines with 9-Borabicyclo[3.3.1]nonane (9-BBN). -Cyclic 5-and 6-membered lactams are easily reduced to the corresponding amines using excess 9-BBN as a mild and selective reagent. -(COLLINS,
The reaction of acetic acid with ate-canplexes prepared from B-alkyl-9-borabicyclo-[3,3,l]nonanes and l-lithio-1-methoxyallene gives corresponding l-alkyl-1-methoxycyclopropanes good yields. in Recently, many reports have appeared dealing with new applications of alkali metal organoborates for the s
## Abstract [^3^H]lithium 9βboratabicyclo[3.3.1]nonane, at specific activity of 52β55 Ci/mmol, was synthesized by reduction of BβOMeβ9βBBN with lithium tritide. Its reducing characteristics were illustrated by the synthesis of [17β^3^H] estradiol, [2β^3^H] dihydrotetrabenazine and 1β(hydroxy[^3^H]m
All four stereoisomeric cyclic 3,5,7-trihydroxyheptanoic acid equivalents of the polyacetate aldol type (Scheme 1) are obtainable from 8-oxabicyclo[3.2.1]oct-6-en-3-one which functions as a meso-configurated 4-way optical switch. Lewis acid assisted nucleophilic ring opening of anomeric [3.3.1] oxab