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A One-Pot C-H Insertion/Olefination Sequence for the Formation of α-Alkylidene-γ-butyrolactones. / Lloyd, Matthew G; Taylor, Richard J K; Unsworth, William P.
In:
Organic Letters, Vol. 16, No. 10, 2014, p. 2772-2775.
Research output: Contribution to journal › Article › peer-review
Harvard
Lloyd, MG
, Taylor, RJK & Unsworth, WP 2014, '
A One-Pot C-H Insertion/Olefination Sequence for the Formation of α-Alkylidene-γ-butyrolactones',
Organic Letters, vol. 16, no. 10, pp. 2772-2775.
https://doi.org/10.1021/ol501092m
APA
Lloyd, M. G.
, Taylor, R. J. K., & Unsworth, W. P. (2014).
A One-Pot C-H Insertion/Olefination Sequence for the Formation of α-Alkylidene-γ-butyrolactones.
Organic Letters,
16(10), 2772-2775.
https://doi.org/10.1021/ol501092m
Vancouver
Lloyd MG
, Taylor RJK, Unsworth WP.
A One-Pot C-H Insertion/Olefination Sequence for the Formation of α-Alkylidene-γ-butyrolactones.
Organic Letters. 2014;16(10):2772-2775.
https://doi.org/10.1021/ol501092m
Author
Lloyd, Matthew G ; Taylor, Richard J K ; Unsworth, William P. / A One-Pot C-H Insertion/Olefination Sequence for the Formation of α-Alkylidene-γ-butyrolactones. In: Organic Letters. 2014 ; Vol. 16, No. 10. pp. 2772-2775.
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title = "A One-Pot C-H Insertion/Olefination Sequence for the Formation of α-Alkylidene-γ-butyrolactones",
abstract = "A one-pot C-H insertion/olefination sequence for the conversion of α-diazo-α-(dialkoxyphosphoryl)acetates into α-alkylidene-γ-butyrolactones is reported. The key C-H insertion process is achieved using a catalytic amount of a dirhodium carboxylate catalyst, using operationally simple conditions. The size and electronic properties of the attached substituents were found to influence the regio- and diastereoselectivity of the process. The utility of the process is demonstrated by the synthesis of a known Staphylococcus aureus (MRSA) virulence inhibitor.",
author = "Lloyd, {Matthew G} and Taylor, {Richard J K} and Unsworth, {William P}",
year = "2014",
doi = "10.1021/ol501092m",
language = "English",
volume = "16",
pages = "2772--2775",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "10",
}
RIS (suitable for import to EndNote) - Download
TY - JOUR
T1 - A One-Pot C-H Insertion/Olefination Sequence for the Formation of α-Alkylidene-γ-butyrolactones
AU - Lloyd, Matthew G
AU - Taylor, Richard J K
AU - Unsworth, William P
PY - 2014
Y1 - 2014
N2 - A one-pot C-H insertion/olefination sequence for the conversion of α-diazo-α-(dialkoxyphosphoryl)acetates into α-alkylidene-γ-butyrolactones is reported. The key C-H insertion process is achieved using a catalytic amount of a dirhodium carboxylate catalyst, using operationally simple conditions. The size and electronic properties of the attached substituents were found to influence the regio- and diastereoselectivity of the process. The utility of the process is demonstrated by the synthesis of a known Staphylococcus aureus (MRSA) virulence inhibitor.
AB - A one-pot C-H insertion/olefination sequence for the conversion of α-diazo-α-(dialkoxyphosphoryl)acetates into α-alkylidene-γ-butyrolactones is reported. The key C-H insertion process is achieved using a catalytic amount of a dirhodium carboxylate catalyst, using operationally simple conditions. The size and electronic properties of the attached substituents were found to influence the regio- and diastereoselectivity of the process. The utility of the process is demonstrated by the synthesis of a known Staphylococcus aureus (MRSA) virulence inhibitor.
U2 - 10.1021/ol501092m
DO - 10.1021/ol501092m
M3 - Article
C2 - 24788001
VL - 16
SP - 2772
EP - 2775
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 10
ER -