• Bulletin of the Korean Chemical Society
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• v.22 no.12
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• pp.1385-1389
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• 2001

In situ generated homoallenylindium reagents derived from the reaction of indium with 4-bromo-3-[(tri-methylsilyl) methyl]-1,2-butadiene reacted with a variety of aldehydes in DMF to produce 2-(2-hydroxy-ethyl) homoallenylsilanes at room temperatu re in good to excellent yields. 2- or 3-Hydroxybenzaldehyde that contains labile hydrogen was reacted with homoallenylindium reagent to provide the homoallenylsilanes. In the case of 4-formylbenzoic acid, the desired compound was produced in 88% yield. 4-Bromo-3-[(trimethyl-silyl) methyl]-1,2-butadiene was prepared from monoacetylation and mesylation of 2-butyn-1,4-diol, addition of trimethylsilylmethyl anion, saponification and mesylation followed by Finkelstein reaction.

• The Journal of Natural Sciences
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• v.7
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• pp.165-167
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• 1995

3'-Methylamino pyrimidine 3 was prepared from deoxy pyrimidine via the following 8 step reaction sequences; silyl protection, mesylation, cyclization, azide substitution, hydrogenation, t-Boc protection, methylation, and deprotection in 23% overall yield as a potential anti-AIDS agents.

• Journal of the Korea Institute of Military Science and Technology
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• v.6 no.1
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• pp.108-115
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• 2003

TNAZ is a high explosive material because it is a highly strained ring compound containing one nitramine and gem dinditro groups. 1-t-butyl-3-nitroazetidine which was used as an intermediate previously, which declined the overall yield in synthesizing TNAZ. We obtained 1-t-butyl-3-hydroxymethyl-3-nitroazetidine in 64% yield from advances process which was used in synthesis of 1-t-butyl-3-nitroazetidine. The reaction pathway, shortening of reaction time, together with improvement of yield were studied too. We have obtained TNAZ in 85% yield.

• Polymer(Korea)
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• v.31 no.5
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• pp.417-421
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• 2007

A successful rapid synthesis of dendritic benzyl chlorides from dendritic benzyl alcohols using methanesulfonyl chloride/$Et_3N$ as activating agents was described. In this method, each dendritic benzyl chloride can be prepared in one pot: no isolation of intermediate mesylated dendrons is required. The key steps in the syntheses of dendritic benzyl chlorides were the mesylation of the hydroxymethyl group followed by the chlorination by in-situ generated triethylammonium chloride.

• Journal of the Korean Chemical Society
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• v.43 no.4
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• pp.447-455
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• 1999

Allyl (5R)-(Z)- and (5R)-(E)-6-[(2S)-2,3-isopropylidenedioxypropylidene]Penicillanate(10a and 10b) were prepared from allyl (5R)-dibromopenicillanate(6) via a sequence of reactions involving condensation with 2,3-O-isopropylidene-D-glyceraldehyde, reduction with $Zn-NH_4OAc$, and Mitsunobu elimination. Deprotection of isopropylidene and allyl groups of 10a gave potassium (5R)-(Z)-6-[(2S)-2,3-dihydroxypropylidene]penicillanate(4). However, deprotection of isopropylidene group of 10b afforded ${\alpha},\;{\beta}$-unsaturated-lactone(12). Allyl (5R)-(Z)- and (5R)-(E)-6-[(2S)-2-(t-butyldimethlsilyloxy)propylidene]penicillanate(18a and 18b) were prepared from ally (5R)-dibromopenicillanate(6) via a sequence of reactions involving condensation with (2S)-2-(t-butyldimethylsilyloxy)propanal(15), reduction with $Zn-NH_4OAc$ and Mitsunobu elimination or mesylation-elimination. Deprotection of t-butyldimethylsilyl and allyl groups of 18a and 18b gave potassium (5R)-(Z)- and (5R)-(E)-6-[(2S)-2-hydroxypropylidene]penicillanate(5a and 5b), respectively.