Total synthesis of lathyranoic acid A

Li Fang Yu; Hai Ning Hu; Fa Jun Nan

doi:10.1021/jo102033h

Total synthesis of lathyranoic acid A

Li Fang Yu
, Hai Ning Hu
, Fa Jun Nan^*

^*Corresponding author for this work

CAS - Shanghai Institute of Materia Medica

Research output: Contribution to journal › Article › peer-review

14 Scopus citations

Abstract

The first total synthesis of lathyranoic acid A (1) was accomplished stereoselectively in a linear sequence of 20 steps and an overall yield of 1.4%. This modular synthesis featured a cyclic, stereocontrolled Cu-catalyzed intramolecular cyclopropanation to construct the cis-cyclopropane unit, a Grubbs metathesis to construct the γ-substituted cyclopentenone moiety, and an anion-mediated conjugate addition.(Figure Presented)

Original language	English
Pages (from-to)	1448-1451
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	76
Issue number	5
DOIs	https://doi.org/10.1021/jo102033h
State	Published - 4 Mar 2011
Externally published	Yes

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title = "Total synthesis of lathyranoic acid A",

abstract = "The first total synthesis of lathyranoic acid A (1) was accomplished stereoselectively in a linear sequence of 20 steps and an overall yield of 1.4\%. This modular synthesis featured a cyclic, stereocontrolled Cu-catalyzed intramolecular cyclopropanation to construct the cis-cyclopropane unit, a Grubbs metathesis to construct the γ-substituted cyclopentenone moiety, and an anion-mediated conjugate addition.(Figure Presented)",

author = "Yu, \{Li Fang\} and Hu, \{Hai Ning\} and Nan, \{Fa Jun\}",

year = "2011",

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day = "4",

doi = "10.1021/jo102033h",

language = "英语",

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pages = "1448--1451",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

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T1 - Total synthesis of lathyranoic acid A

AU - Yu, Li Fang

AU - Hu, Hai Ning

AU - Nan, Fa Jun

PY - 2011/3/4

Y1 - 2011/3/4

N2 - The first total synthesis of lathyranoic acid A (1) was accomplished stereoselectively in a linear sequence of 20 steps and an overall yield of 1.4%. This modular synthesis featured a cyclic, stereocontrolled Cu-catalyzed intramolecular cyclopropanation to construct the cis-cyclopropane unit, a Grubbs metathesis to construct the γ-substituted cyclopentenone moiety, and an anion-mediated conjugate addition.(Figure Presented)

AB - The first total synthesis of lathyranoic acid A (1) was accomplished stereoselectively in a linear sequence of 20 steps and an overall yield of 1.4%. This modular synthesis featured a cyclic, stereocontrolled Cu-catalyzed intramolecular cyclopropanation to construct the cis-cyclopropane unit, a Grubbs metathesis to construct the γ-substituted cyclopentenone moiety, and an anion-mediated conjugate addition.(Figure Presented)

UR - https://www.scopus.com/pages/publications/79952120939

U2 - 10.1021/jo102033h

DO - 10.1021/jo102033h

M3 - 文章

C2 - 21275399

AN - SCOPUS:79952120939

SN - 0022-3263

VL - 76

SP - 1448

EP - 1451

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 5

ER -

Total synthesis of lathyranoic acid A

Abstract

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