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黄培强 , Jian-Feng Zheng, Li-Ren Jin, and Pei-Qiang Huang*
Org. Lett., Vol. 6, No. 7, 2004,-0001,():
-1年11月30日
Starting from (3R)-5-benzotriazolyl-3-phenylperhydropyrido[2,1-b][1,3]oxazole 9, the enantiodivergent syntheses of both enantiomers of the marine alkaloids haliclorensin 1 and isohaliclorensin 3 have been achieved. Our syntheses feature ring-expansion reactions for the formation of the aza-macrocycle ring system of 3 and sequential ring-expansion reactions (aza-Claisen rearrangement and Zip reaction) for the formation of the aza-macrocycle ring system of 1.
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【期刊论文】Asymmetric Synthesis of Antimalarial Alkaloids (+)-Febrifugine and(+)-Isofebrifugine
黄培强 , Pei-Qiang Huang, * Bang-Guo Wei, Yuan-Ping Ruan
Synlett 2003, No. 11, 1663-1667,-0001,():
-1年11月30日
Diastereoselective a-amidoalkylation of N,O-acetal, derivated from controlled regio and diastereoselective reduction of (S)-N-(4-methoxybenzyl)-3-silyloxyglutarimide provided two diastereomeric 6-allyl-5-silyloxy-2-piperidinones in 76:24 selectivity. The transformation of the major diastereomer into a known advanced intermediate allowed the synthesis of (+)-febrifugine and (+)-isofebrifugine.
piperidines,, alkaloids,, allylations,, N,, O-acetal,, asymmetric synthesis
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【期刊论文】A versatile approach for the asymmetric synthesis of 3-alkyl-2,3-dihydro-1H-isoindolin-1-ones
黄培强 , Ming-De Chen, Xiang Zhou, Ming-Zhu He, Yuan-Ping Ruan and Pei-Qiang Huang*
Tetrahedron 60(2004)1651-1657,-0001,():
-1年11月30日
Based on the use of (R)-p-benzyloxyphenylglycinol (10) as a new oxidatively cleavable chiral auxiliary, a flexible approach to (R)-3-alkyl-2,3-dihydro-1H-isoindolin-1-ones via a diastereoselective reductive-alkylation is developed. The oxidative cleavage of the chiral auxiliary by CAN under mild conditions ensured the access to (R)-3-alkyl-2,3-dihydro-1H-isoindolin-1-ones with ee at least 92%.
Isoindolin-1-one, Chiral auxiliary, Benzyloxyphenylglycinol, Asymmetric synthesis.,
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黄培强
,-0001,():
-1年11月30日
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黄培强 , Pei-Qiang Huang, * Jun Deng
Synlett 2004, No. 2, 247-250,-0001,():
-1年11月30日
A flexible two-step asymmetric approach to N-protected (R)-5-alkyl tetramates and (R)-5-alkyl tetramic acid derivatives is described. The method is based on the diastereoselective alkylation of (R)-phenylglycinol derived tetramates 7 and 8, which are the first synthetic equivalents to chiral nonracemic tetramate 5-carbanionic synthons A.
asymmetric synthesis,, alkylations,, chiral auxiliaries,, tetramates,, tetramic acids
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