Synthetic strategy toward the C44-C65 fragment of mirabalin

Pierre Georges Echeverria; Sébastien Prévost; Johan Cornil; Charlène Férard; Sébastien Reymond; Amandine Guérinot; Janine Cossy; Virginie Ratovelomanana-Vidal; Phannarath Phansavath

doi:10.1021/ol500720j

Synthetic strategy toward the C44-C65 fragment of mirabalin

Pierre Georges Echeverria
, Sébastien Prévost
, Johan Cornil
, Charlène Férard
, Sébastien Reymond
, Amandine Guérinot
, Janine Cossy
, Virginie Ratovelomanana-Vidal
, Phannarath Phansavath

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

Abstract

A convergent and flexible stereoselective synthesis of one isomer of the C44-C65 fragment of mirabalin is described. The key steps include organocatalytic aldolization, ruthenium-catalyzed asymmetric hydrogenation, amide formation, Marshall stereoselective allenylation, and the Nozaki-Hiyama-Kishi reaction.

Original language	English
Pages (from-to)	2390-2393
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	9
DOIs	https://doi.org/10.1021/ol500720j
Publication status	Published - 2 May 2014
Externally published	Yes

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10.1021/ol500720j

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title = "Synthetic strategy toward the C44-C65 fragment of mirabalin",

abstract = "A convergent and flexible stereoselective synthesis of one isomer of the C44-C65 fragment of mirabalin is described. The key steps include organocatalytic aldolization, ruthenium-catalyzed asymmetric hydrogenation, amide formation, Marshall stereoselective allenylation, and the Nozaki-Hiyama-Kishi reaction.",

author = "Echeverria, \{Pierre Georges\} and S{\'e}bastien Pr{\'e}vost and Johan Cornil and Charl{\`e}ne F{\'e}rard and S{\'e}bastien Reymond and Amandine Gu{\'e}rinot and Janine Cossy and Virginie Ratovelomanana-Vidal and Phannarath Phansavath",

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T1 - Synthetic strategy toward the C44-C65 fragment of mirabalin

AU - Echeverria, Pierre Georges

AU - Prévost, Sébastien

AU - Cornil, Johan

AU - Férard, Charlène

AU - Reymond, Sébastien

AU - Guérinot, Amandine

AU - Cossy, Janine

AU - Ratovelomanana-Vidal, Virginie

AU - Phansavath, Phannarath

PY - 2014/5/2

Y1 - 2014/5/2

N2 - A convergent and flexible stereoselective synthesis of one isomer of the C44-C65 fragment of mirabalin is described. The key steps include organocatalytic aldolization, ruthenium-catalyzed asymmetric hydrogenation, amide formation, Marshall stereoselective allenylation, and the Nozaki-Hiyama-Kishi reaction.

AB - A convergent and flexible stereoselective synthesis of one isomer of the C44-C65 fragment of mirabalin is described. The key steps include organocatalytic aldolization, ruthenium-catalyzed asymmetric hydrogenation, amide formation, Marshall stereoselective allenylation, and the Nozaki-Hiyama-Kishi reaction.

UR - https://www.scopus.com/pages/publications/84899823576

U2 - 10.1021/ol500720j

DO - 10.1021/ol500720j

M3 - Article

C2 - 24725196

AN - SCOPUS:84899823576

SN - 1523-7060

VL - 16

SP - 2390

EP - 2393

JO - Organic Letters

JF - Organic Letters

IS - 9

ER -

Synthetic strategy toward the C44-C65 fragment of mirabalin

Abstract

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