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6 results on '"Pan, Han"'

4. Regio- and Stereoselective Cascades via Aldol Condensation and 1,3-Dipolar Cycloaddition for Construction of Functional Pyrrolizidine Derivatives

Author

Zhuo-Ya Mao, Guo-Qiang Lin, Yi-Wen Liu, Han-Qing Dong, Chang-Mei Si, Pan Han, and Bang-Guo Wei

Subjects
chemistry.chemical_classification, Tandem, 010405 organic chemistry, Organic Chemistry, 010402 general chemistry, 01 natural sciences, Biochemistry, Combinatorial chemistry, Aldehyde, Cycloaddition, 0104 chemical sciences, chemistry.chemical_compound, chemistry, Pyrrolizidine, 1,3-Dipolar cycloaddition, Acetone, Stereoselectivity, Aldol condensation, Physical and Theoretical Chemistry
Abstract

An efficient and step-economical approach to access functionalized pyrrolizidine derivatives by a one-pot tandem sequence, including an aldol condensation and subsequent 1,3-dipolar cycloaddition process, has been developed, starting from acetone, aldehyde, and proline. A number of substituted aromatic aldehydes were amenable to this transformation, and the desired products, racemic 7a–7w and chiral 9a–9m, were obtained with excellent regioselectivities and outstanding diastereoselectivities. Moreover, in situ NMR studies revealed MgSO4 could effectively promote the aldol condensation pathway in this tandem process.

Published
2018

5. Asymmetric Synthesis of Rupestonic Acid and Pechueloic Acid

Author

Chang-Mei Si, Xian-Yi Sha, Zheng-Yi Gu, Pan Han, Bang-Guo Wei, Zhu Zhou, and Guo-Qiang Lin

Subjects
chemistry.chemical_classification, 010405 organic chemistry, Organic Chemistry, Saponin, Enantioselective synthesis, Glycoside, 010402 general chemistry, Metathesis, 01 natural sciences, Biochemistry, Combinatorial chemistry, 0104 chemical sciences, chemistry, Physical and Theoretical Chemistry, Rupestonic acid, Lactone
Abstract

In this report, the originally proposed rupestonic acid (5) and pechueloic acid (3) were efficiently synthesized. The chiral lactone 13, recycled from the degradation of saponin glycosides, was utilized to prepare the key chiral fragment 11. During the exploration of this convergent assembly strategy, the ring-closing metathesis (RCM), SmI2-prompted intermolecular addition, and [2,3]-Wittig rearrangement proved to be effective transformations for the synthesis of subunits.

Published
2017

6. Asymmetric Synthesis of Rupestonic Acid and Pechueloic Acid.

Author

Pan Han, Zhu Zhou, Chang-Mei Si, Xian-Yi Sha, Zheng-Yi Gu, Bang-Guo Wei, and Guo-Qiang Lin

Subjects
*ASYMMETRIC synthesis, *CYCLOHEPTANE, *LACTONES, *GLYCOSIDES, *METATHESIS reactions
Abstract

In this report, the originally proposed rupestonic acid (5) and pechueloic acid (3) were efficiently synthesized. The chiral lactone 13, recycled from the degradation of saponin glycosides, was utilized to prepare the key chiral fragment 11. During the exploration of this convergent assembly strategy, the ring-closing metathesis (RCM), SmI2-prompted intermolecular addition, and [2,3]-Wittig rearrangement proved to be effective transformations for the synthesis of subunits. [ABSTRACT FROM AUTHOR]

Published
2017
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