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2005年03月04日

【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

摘要

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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2005年03月04日

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2005年03月04日

【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

摘要

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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2005年03月04日

【期刊论文】DIBAL-H-H2NR and DIBAL-H-HNR1R2

黄培强 , Pei-Qiang Huang, * Xiao Zheng and Xian-Ming Deng

Tetrahedron Letters 42(2001)9039-9041,-0001,():

-1年11月30日

摘要

The reaction of a lactone or an ester with organoaluminum species generated from DIBAL-H-H2NR or DIBAL-H-HNR1R2

aminolysis, DIBAL-H, Weinreb amides, amides.,

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2005年03月04日

【期刊论文】Enantiodivergent Synthesis of Both Enantiomers of Marine Alkaloids Haliclorensin and Isohaliclorensin, a Constituent of Halitulin†

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

摘要

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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