Acid catalysed rearrangements of the thevinols: The mechanism of furanocodide formation

Konstantinos Grivas; Simon W. Breeden; Christian Ganter; Stephen M. Husbands; John W. Lewis

doi:10.1016/S0040-4039(99)00012-X

Acid catalysed rearrangements of the thevinols: The mechanism of furanocodide formation

Konstantinos Grivas, Simon W. Breeden, Christian Ganter, Stephen M. Husbands, John W. Lewis

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

4 Citations (SciVal)

Abstract

The acid catalysed rearrangement of thevinols has been shown to proceed with retention of configuration at C-7 and therefore not via a sp2 hybridised centre at C-7 as had been proposed previously. Additionally a single diastereomer possessing the 20[R] configuration is formed in the rearrangements of the two diastereomeric i-propyl alcohols.

Original language	English
Pages (from-to)	1795-1798
Number of pages	4
Journal	Tetrahedron Letters
Volume	40
Issue number	9
DOIs	https://doi.org/10.1016/S0040-4039(99)00012-X
Publication status	Published - 26 Feb 1999

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/S0040-4039(99)00012-X

Cite this

@article{bfbe0b50d5574e48a8e136a26389fc39,

title = "Acid catalysed rearrangements of the thevinols: The mechanism of furanocodide formation",

abstract = "The acid catalysed rearrangement of thevinols has been shown to proceed with retention of configuration at C-7 and therefore not via a sp2 hybridised centre at C-7 as had been proposed previously. Additionally a single diastereomer possessing the 20[R] configuration is formed in the rearrangements of the two diastereomeric i-propyl alcohols.",

author = "Konstantinos Grivas and Breeden, {Simon W.} and Christian Ganter and Husbands, {Stephen M.} and Lewis, {John W.}",

year = "1999",

month = feb,

day = "26",

doi = "10.1016/S0040-4039(99)00012-X",

language = "English",

volume = "40",

pages = "1795--1798",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier",

number = "9",

}

TY - JOUR

T1 - Acid catalysed rearrangements of the thevinols

T2 - The mechanism of furanocodide formation

AU - Grivas, Konstantinos

AU - Breeden, Simon W.

AU - Ganter, Christian

AU - Husbands, Stephen M.

AU - Lewis, John W.

PY - 1999/2/26

Y1 - 1999/2/26

N2 - The acid catalysed rearrangement of thevinols has been shown to proceed with retention of configuration at C-7 and therefore not via a sp2 hybridised centre at C-7 as had been proposed previously. Additionally a single diastereomer possessing the 20[R] configuration is formed in the rearrangements of the two diastereomeric i-propyl alcohols.

AB - The acid catalysed rearrangement of thevinols has been shown to proceed with retention of configuration at C-7 and therefore not via a sp2 hybridised centre at C-7 as had been proposed previously. Additionally a single diastereomer possessing the 20[R] configuration is formed in the rearrangements of the two diastereomeric i-propyl alcohols.

UR - http://www.scopus.com/inward/record.url?scp=0033605404&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(99)00012-X

DO - 10.1016/S0040-4039(99)00012-X

M3 - Article

AN - SCOPUS:0033605404

SN - 0040-4039

VL - 40

SP - 1795

EP - 1798

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 9

ER -

Acid catalysed rearrangements of the thevinols: The mechanism of furanocodide formation

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this