Tags

Type your tag names separated by a space and hit enter

Unified Approach to the Spiro(pyrrolidinyl-oxindole) and Hexahydropyrrolo[2,3-b]indole Alkaloids: Total Syntheses of Pseudophrynamines 270 and 272A.
Org Lett. 2015 Dec 04; 17(23):5922-5.OL

Abstract

The first enantioselective total syntheses of architecturally interesting prenylated pyrroloindole alkaloids, (-)-pseudophrynamines 272A (3d) and 270 (3b), have been achieved starting from enantioenriched 2-oxindoles having all-carbon quaternary stereocenters. A common strategy involving a thio-urea catalyzed aldol reaction is employed for the total synthesis of both spiro(pyrrolidinyl-oxindole) and hexahydropyrrolo[2,3-b]indole alkaloids.

Authors+Show Affiliations

Department of Chemistry, Indian Institute of Science Education and Research Bhopal , Bhopal Bypass Road, Bhauri, Bhopal - 462 066, Madhya Pradesh, India.Department of Chemistry, Indian Institute of Science Education and Research Bhopal , Bhopal Bypass Road, Bhauri, Bhopal - 462 066, Madhya Pradesh, India.Department of Chemistry, Indian Institute of Science Education and Research Bhopal , Bhopal Bypass Road, Bhauri, Bhopal - 462 066, Madhya Pradesh, India.Department of Chemistry, Indian Institute of Science Education and Research Bhopal , Bhopal Bypass Road, Bhauri, Bhopal - 462 066, Madhya Pradesh, India.

Pub Type(s)

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

Language

eng

PubMed ID

26600374

Citation

De, Subhadip, et al. "Unified Approach to the Spiro(pyrrolidinyl-oxindole) and Hexahydropyrrolo[2,3-b]indole Alkaloids: Total Syntheses of Pseudophrynamines 270 and 272A." Organic Letters, vol. 17, no. 23, 2015, pp. 5922-5.
De S, Das MK, Bhunia S, et al. Unified Approach to the Spiro(pyrrolidinyl-oxindole) and Hexahydropyrrolo[2,3-b]indole Alkaloids: Total Syntheses of Pseudophrynamines 270 and 272A. Org Lett. 2015;17(23):5922-5.
De, S., Das, M. K., Bhunia, S., & Bisai, A. (2015). Unified Approach to the Spiro(pyrrolidinyl-oxindole) and Hexahydropyrrolo[2,3-b]indole Alkaloids: Total Syntheses of Pseudophrynamines 270 and 272A. Organic Letters, 17(23), 5922-5. https://doi.org/10.1021/acs.orglett.5b03082
De S, et al. Unified Approach to the Spiro(pyrrolidinyl-oxindole) and Hexahydropyrrolo[2,3-b]indole Alkaloids: Total Syntheses of Pseudophrynamines 270 and 272A. Org Lett. 2015 Dec 4;17(23):5922-5. PubMed PMID: 26600374.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Unified Approach to the Spiro(pyrrolidinyl-oxindole) and Hexahydropyrrolo[2,3-b]indole Alkaloids: Total Syntheses of Pseudophrynamines 270 and 272A. AU - De,Subhadip, AU - Das,Mrinal Kanti, AU - Bhunia,Subhajit, AU - Bisai,Alakesh, Y1 - 2015/11/24/ PY - 2015/11/25/entrez PY - 2015/11/26/pubmed PY - 2016/4/20/medline SP - 5922 EP - 5 JF - Organic letters JO - Org Lett VL - 17 IS - 23 N2 - The first enantioselective total syntheses of architecturally interesting prenylated pyrroloindole alkaloids, (-)-pseudophrynamines 272A (3d) and 270 (3b), have been achieved starting from enantioenriched 2-oxindoles having all-carbon quaternary stereocenters. A common strategy involving a thio-urea catalyzed aldol reaction is employed for the total synthesis of both spiro(pyrrolidinyl-oxindole) and hexahydropyrrolo[2,3-b]indole alkaloids. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/26600374/Unified_Approach_to_the_Spiro_pyrrolidinyl_oxindole__and_Hexahydropyrrolo[23_b]indole_Alkaloids:_Total_Syntheses_of_Pseudophrynamines_270_and_272A_ L2 - https://doi.org/10.1021/acs.orglett.5b03082 DB - PRIME DP - Unbound Medicine ER -