Synthesis of a conformationally restricted analogue of paclitaxel

Luciano Barboni; Catia Lambertucci; Roberto Ballini; Giovanni Appendino; Ezio Bombardelli

doi:10.1016/S0040-4039(98)01537-8

Synthesis of a conformationally restricted analogue of paclitaxel

Luciano Barboni
, Catia Lambertucci
, Roberto Ballini
, Giovanni Appendino
, Ezio Bombardelli

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

Abstract

A conformationally constrained analogue of the paclitaxel side-chain was synthesised in an enantioselective way from ethyl 1H-indene-2-carboxylate. Coupling with 7-triethylsilylbaccatin III and deprotection afforded 2',2''- methylenepaclitaxel, a novel analogue of the natural product retaining anticancer activity.

Original language	English
Pages (from-to)	7177-7180
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	39
DOIs	https://doi.org/10.1016/S0040-4039(98)01537-8
Publication status	Published - 24 Sept 1998
Externally published	Yes

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10.1016/S0040-4039(98)01537-8

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title = "Synthesis of a conformationally restricted analogue of paclitaxel",

abstract = "A conformationally constrained analogue of the paclitaxel side-chain was synthesised in an enantioselective way from ethyl 1H-indene-2-carboxylate. Coupling with 7-triethylsilylbaccatin III and deprotection afforded 2',2''- methylenepaclitaxel, a novel analogue of the natural product retaining anticancer activity.",

author = "Luciano Barboni and Catia Lambertucci and Roberto Ballini and Giovanni Appendino and Ezio Bombardelli",

year = "1998",

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doi = "10.1016/S0040-4039(98)01537-8",

language = "English",

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T1 - Synthesis of a conformationally restricted analogue of paclitaxel

AU - Barboni, Luciano

AU - Lambertucci, Catia

AU - Ballini, Roberto

AU - Appendino, Giovanni

AU - Bombardelli, Ezio

PY - 1998/9/24

Y1 - 1998/9/24

N2 - A conformationally constrained analogue of the paclitaxel side-chain was synthesised in an enantioselective way from ethyl 1H-indene-2-carboxylate. Coupling with 7-triethylsilylbaccatin III and deprotection afforded 2',2''- methylenepaclitaxel, a novel analogue of the natural product retaining anticancer activity.

AB - A conformationally constrained analogue of the paclitaxel side-chain was synthesised in an enantioselective way from ethyl 1H-indene-2-carboxylate. Coupling with 7-triethylsilylbaccatin III and deprotection afforded 2',2''- methylenepaclitaxel, a novel analogue of the natural product retaining anticancer activity.

UR - https://www.scopus.com/pages/publications/0032563850

U2 - 10.1016/S0040-4039(98)01537-8

DO - 10.1016/S0040-4039(98)01537-8

M3 - Article

SN - 0040-4039

VL - 39

SP - 7177

EP - 7180

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 39

ER -

Synthesis of a conformationally restricted analogue of paclitaxel

Abstract

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