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Biomimetic total synthesis of (-)-isatisine A.
Org Lett. 2012 Mar 16; 14(6):1624-7.OL

Abstract

The biomimetic total synthesis of (-)-isatisine A, a novel alkaloid with an unprecedented fused tetracyclic skeleton, was accomplished in 8 steps from indole and 4,6-O-isopropylidene-protected glucal. The synthesis features a convergent synthetic strategy which relies on nucleophilic addition and a biomimetic benzilic ester rearrangement as key reactions.

Authors+Show Affiliations

State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000, PR China.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

22372625

Citation

Wu, Wei, et al. "Biomimetic Total Synthesis of (-)-isatisine A." Organic Letters, vol. 14, no. 6, 2012, pp. 1624-7.
Wu W, Xiao M, Wang J, et al. Biomimetic total synthesis of (-)-isatisine A. Org Lett. 2012;14(6):1624-7.
Wu, W., Xiao, M., Wang, J., Li, Y., & Xie, Z. (2012). Biomimetic total synthesis of (-)-isatisine A. Organic Letters, 14(6), 1624-7. https://doi.org/10.1021/ol300379g
Wu W, et al. Biomimetic Total Synthesis of (-)-isatisine A. Org Lett. 2012 Mar 16;14(6):1624-7. PubMed PMID: 22372625.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Biomimetic total synthesis of (-)-isatisine A. AU - Wu,Wei, AU - Xiao,Mingxing, AU - Wang,Jiangbing, AU - Li,Ying, AU - Xie,Zhixiang, Y1 - 2012/02/28/ PY - 2012/3/1/entrez PY - 2012/3/1/pubmed PY - 2012/6/13/medline SP - 1624 EP - 7 JF - Organic letters JO - Org Lett VL - 14 IS - 6 N2 - The biomimetic total synthesis of (-)-isatisine A, a novel alkaloid with an unprecedented fused tetracyclic skeleton, was accomplished in 8 steps from indole and 4,6-O-isopropylidene-protected glucal. The synthesis features a convergent synthetic strategy which relies on nucleophilic addition and a biomimetic benzilic ester rearrangement as key reactions. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/22372625/Biomimetic_total_synthesis_of_____isatisine_A_ L2 - https://doi.org/10.1021/ol300379g DB - PRIME DP - Unbound Medicine ER -