NHC-Catalyzed Enantioselective Synthesis of Tetracyclic δ-Lactones by (4 + 2) Annulation of ortho-Quinodimethanes with Activated Ketones
Publication type: Journal Article
Publication date: 2023-10-20
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
37862445
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
The N-heterocyclic carbene (NHC)-catalyzed generation of ortho-quinodimethanes (o-QDMs) from 9H-fluorene-1-carbaldehydes followed by the interception with activated ketones resulting in the enantioselective synthesis of tetracyclic δ-lactones is presented. High diastereoselectivity of products, remote C(sp3)-H functionalization, broad substrate scope, and mild reaction conditions are the notable features of the present (4 + 2) annulation.
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15
Total citations:
15
Citations from 2025:
6
(40%)
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GOST
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Sarkar D. et al. NHC-Catalyzed Enantioselective Synthesis of Tetracyclic δ-Lactones by (4 + 2) Annulation of ortho-Quinodimethanes with Activated Ketones // Organic Letters. 2023. Vol. 25. No. 43. pp. 7852-7857.
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Sarkar D., Barik S., Shee S., Gonnade R. G., Biju A. NHC-Catalyzed Enantioselective Synthesis of Tetracyclic δ-Lactones by (4 + 2) Annulation of ortho-Quinodimethanes with Activated Ketones // Organic Letters. 2023. Vol. 25. No. 43. pp. 7852-7857.
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RIS
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TY - JOUR
DO - 10.1021/acs.orglett.3c03076
UR - https://pubs.acs.org/doi/10.1021/acs.orglett.3c03076
TI - NHC-Catalyzed Enantioselective Synthesis of Tetracyclic δ-Lactones by (4 + 2) Annulation of ortho-Quinodimethanes with Activated Ketones
T2 - Organic Letters
AU - Sarkar, Deeptanu
AU - Barik, Shilpa
AU - Shee, Sayan
AU - Gonnade, Rajesh G.
AU - Biju, A.T
PY - 2023
DA - 2023/10/20
PB - American Chemical Society (ACS)
SP - 7852-7857
IS - 43
VL - 25
PMID - 37862445
SN - 1523-7060
SN - 1523-7052
ER -
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BibTex (up to 50 authors)
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@article{2023_Sarkar,
author = {Deeptanu Sarkar and Shilpa Barik and Sayan Shee and Rajesh G. Gonnade and A.T Biju},
title = {NHC-Catalyzed Enantioselective Synthesis of Tetracyclic δ-Lactones by (4 + 2) Annulation of ortho-Quinodimethanes with Activated Ketones},
journal = {Organic Letters},
year = {2023},
volume = {25},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://pubs.acs.org/doi/10.1021/acs.orglett.3c03076},
number = {43},
pages = {7852--7857},
doi = {10.1021/acs.orglett.3c03076}
}
Cite this
MLA
Copy
Sarkar, Deeptanu, et al. “NHC-Catalyzed Enantioselective Synthesis of Tetracyclic δ-Lactones by (4 + 2) Annulation of ortho-Quinodimethanes with Activated Ketones.” Organic Letters, vol. 25, no. 43, Oct. 2023, pp. 7852-7857. https://pubs.acs.org/doi/10.1021/acs.orglett.3c03076.
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