Towards the total synthesis of Calyculin C: preparation of the C-13-C-25 spirocyclic core

Damien Habrant; Alan J.W. Stewart; Ari M.P. Koskinen

doi:10.1016/j.tet.2009.07.070

Towards the total synthesis of Calyculin C: preparation of the C-13-C-25 spirocyclic core

Damien Habrant, Alan J.W. Stewart, Ari M.P. Koskinen

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Abstract

A stereoselective synthesis of the C13–C25 of Calyculin C is described. Key steps involve the coupling of a terminal acetylene with a thiol ester and subsequent spirocyclisation using a double intramolecular hetero-Michael addition.

Original language	English
Pages (from-to)	7927-7934
Journal	Tetrahedron
Volume	65
Issue number	38
DOIs	https://doi.org/10.1016/j.tet.2009.07.070
Publication status	Published - 2009
MoE publication type	A1 Journal article-refereed

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title = "Towards the total synthesis of Calyculin C: preparation of the C-13-C-25 spirocyclic core",

abstract = "A stereoselective synthesis of the C13–C25 of Calyculin C is described. Key steps involve the coupling of a terminal acetylene with a thiol ester and subsequent spirocyclisation using a double intramolecular hetero-Michael addition.",

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T1 - Towards the total synthesis of Calyculin C: preparation of the C-13-C-25 spirocyclic core

AU - Habrant, Damien

AU - Stewart, Alan J.W.

AU - Koskinen, Ari M.P.

PY - 2009

Y1 - 2009

N2 - A stereoselective synthesis of the C13–C25 of Calyculin C is described. Key steps involve the coupling of a terminal acetylene with a thiol ester and subsequent spirocyclisation using a double intramolecular hetero-Michael addition.

AB - A stereoselective synthesis of the C13–C25 of Calyculin C is described. Key steps involve the coupling of a terminal acetylene with a thiol ester and subsequent spirocyclisation using a double intramolecular hetero-Michael addition.

U2 - 10.1016/j.tet.2009.07.070

DO - 10.1016/j.tet.2009.07.070

M3 - Article

SN - 0040-4020

VL - 65

SP - 7927

EP - 7934

JO - Tetrahedron

JF - Tetrahedron

IS - 38

ER -

Towards the total synthesis of Calyculin C: preparation of the C-13-C-25 spirocyclic core

Abstract

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