Jin Soon Cha

Selective deoxygenation of sulfoxides with thexylchloroborane-methyl sulfide complex

Abstract Thexylchloroborane-methyl sulfide complex selectively deoxygenated both aromatic and aliphatic sulfoxides to the corresponding sulfides in high yield and purity at 0° C without affecting some other reducible structures.

Direct conversion of saturated and unsaturated carboxylic acids into aldehydes by thexylbromoborane-dimethyl sulfide

Abstract Thexylbromoborane-dimethyl sulfide readily reduces aliphatic carboxylic acids, including α,β-unsaturated ones, to aldehydes in excellent yields. However, the yields of aromatic aldehydes vary with the substituents.

Selective reduction with lithium bis- or tris(dialkylamino)aluminum hydrides. III. Reduction of primary carboxamides to aldehydes by lithium tris(diethylamino)aluminum hydride

Abstract Both aliphatic and aromatic primary carboxamides are reduced readily to the corresponding aldehydes by lithium tris(diethylamino)aluminum hydride in THF at room temperature in yields of 50–90%.

Selective reduction of aromatic nitriles to aldehydes by potassium 9-sec-amyl-9-boratabicyclo[3.3.1]nonane

Abstract The title reducing agent (1) reduces aromatic nitriles to the corresponding aldehydes in yields of 60–98 %, while aliphatic nitriles being intact.

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☆

Abstract Carboxylic acids are readily reduced to the corresponding aldehydes in high yields by treatment of acyloxy-9-borabicyclo[3.3.1]nonanes with lithium 9-boratabicyclo[3.3.1]nonane (Li 9-BBNH) at room temperature.

A new class of stereoselective reducing agents, potassium 9-alkyl-9-boratabicyclo [3.3.1]nonanes

Abstract A new class of reducing agents, potassium 9-alkyl-9-boratabicyclo[3.3.1]nonanes (K 9-R-9-BBNHs) was examined its stereoselectivity toward cyclic ketones. Among these, K 9-TB-9-BBNH reveals the most favorable stereoselectivity, comparable to that by lithium trisiamylborohydride at 0°C.

One-pot transformation of carboxylic acids into aldehydes through stepwise treatment of acycloxy-9-borabicyclo[3.3.1]nonanes with tert-butyllithium and 9-borabicyclo [3.3.1]nonane☆

Abstract Carboxylic acids are readily reduced to the corresponding aldehydes in high yields by stepwise treatment of acyloxy-9-borabicyclo[3.3.1]nonanes (1) with tert -butyllithium and 9-borabicyclo[3.3.1]nonane (9-BBN) at room temperature.

Thexylhaloborane-methyl sulfide as monohydroboration reagent. Directive effects in the hydroboration of alkynes

Abstract Thexylhaloborane-Methyl sulfide, ThxBHX·SMe2 (X= Cl, Br, I), undergoes direct hydroboration of both terminal and internal alkynes at 25 °C to provide the corresponding alkenyl-thexylhaloboranes in the exceptional isomeric purity.

REDUCTION OF ORGANIC COMPOUNDS WITH SODIUM ALUMINUM HYDRIDE IN THEORETICAL AMOUNT

(1994). REDUCTION OF ORGANIC COMPOUNDS WITH SODIUM ALUMINUM HYDRIDE IN THEORETICAL AMOUNT. Organic Preparations and Procedures International: Vol. 26, No. 4, pp. 459-464.

Selective reduction of racemic 1,2-butylene oxide with (–)-diisopinocampheylborane in the presence of lithium chloride

Abstract Two equivalents of 1,2-butylene oxide was reduced with one equivalent of (–)-diisopinocampheylborane lithium chloride (1:0.1) system at 0° and −20° to give optically active R-2-butanol, 22.0% e.e. and 22.6% e.e., respectively.