An improved synthesis of 10-isobornylsultone

Frank Lewis; David Grayson

doi:10.1016/j.tetasy.2014.06.016

An improved synthesis of 10-isobornylsultone

Frank Lewis, David Grayson

Applied Sciences Department

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

2 Citations (Scopus)

18 Downloads (Pure)

Abstract

A modified and improved synthesis of 10-isobornylsultone in three steps and in 81% overall yield starting from (+)-camphor-10-sulfonic acid is described. The synthesis proceeds via methyl sulfonate ester formation, stereoselective reduction and base-catalysed intramolecular cyclisation.

Original language	English
Pages (from-to)	1150-1152
Journal	Tetrahedron Asymmetry
Volume	25
Issue number	15
DOIs	https://doi.org/10.1016/j.tetasy.2014.06.016
Publication status	Published - 15 Aug 2014

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Isobornylsultone Paper 2Accepted author manuscript, 1.06 MB
Isobornylsultone Paper 2Accepted author manuscript, 154 KB

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title = "An improved synthesis of 10-isobornylsultone",

abstract = "A modified and improved synthesis of 10-isobornylsultone in three steps and in 81% overall yield starting from (+)-camphor-10-sulfonic acid is described. The synthesis proceeds via methyl sulfonate ester formation, stereoselective reduction and base-catalysed intramolecular cyclisation.",

author = "Frank Lewis and David Grayson",

note = "Published online 14-8-2014",

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AU - Grayson, David

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N2 - A modified and improved synthesis of 10-isobornylsultone in three steps and in 81% overall yield starting from (+)-camphor-10-sulfonic acid is described. The synthesis proceeds via methyl sulfonate ester formation, stereoselective reduction and base-catalysed intramolecular cyclisation.

AB - A modified and improved synthesis of 10-isobornylsultone in three steps and in 81% overall yield starting from (+)-camphor-10-sulfonic acid is described. The synthesis proceeds via methyl sulfonate ester formation, stereoselective reduction and base-catalysed intramolecular cyclisation.

U2 - 10.1016/j.tetasy.2014.06.016

DO - 10.1016/j.tetasy.2014.06.016

M3 - Article

SN - 0957-4166

VL - 25

SP - 1150

EP - 1152

JO - Tetrahedron Asymmetry

JF - Tetrahedron Asymmetry

IS - 15

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An improved synthesis of 10-isobornylsultone

Abstract

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