An Effective Strategy for Acyclic Synthesis via Iterative Rearrangement of Allylic Glycolates. Synthesis of a Pine Sawfly Pheromone

James Kallmerten; Michael Balestra

doi:10.1021/jo00364a058

An Effective Strategy for Acyclic Synthesis via Iterative Rearrangement of Allylic Glycolates. Synthesis of a Pine Sawfly Pheromone

James Kallmerten, Michael Balestra

Department of Chemistry

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

23 Scopus citations

Abstract

The stereocontrolled preparation of extended acyclic systems using the iterative enolate Claisen rearrangement of allylic glycolates is described. This strategy has been demonstrated in the stereospecific synthesis of a pine sawfly pheromone.

Original language	English (US)
Pages (from-to)	2855-2857
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	51
Issue number	14
DOIs	https://doi.org/10.1021/jo00364a058
State	Published - 1986

ASJC Scopus subject areas

Organic Chemistry

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@article{907123574fe54f5a8280ee41b294a88e,

title = "An Effective Strategy for Acyclic Synthesis via Iterative Rearrangement of Allylic Glycolates. Synthesis of a Pine Sawfly Pheromone",

abstract = "The stereocontrolled preparation of extended acyclic systems using the iterative enolate Claisen rearrangement of allylic glycolates is described. This strategy has been demonstrated in the stereospecific synthesis of a pine sawfly pheromone.",

author = "James Kallmerten and Michael Balestra",

year = "1986",

doi = "10.1021/jo00364a058",

language = "English (US)",

volume = "51",

pages = "2855--2857",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "14",

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T1 - An Effective Strategy for Acyclic Synthesis via Iterative Rearrangement of Allylic Glycolates. Synthesis of a Pine Sawfly Pheromone

AU - Kallmerten, James

AU - Balestra, Michael

PY - 1986

Y1 - 1986

N2 - The stereocontrolled preparation of extended acyclic systems using the iterative enolate Claisen rearrangement of allylic glycolates is described. This strategy has been demonstrated in the stereospecific synthesis of a pine sawfly pheromone.

AB - The stereocontrolled preparation of extended acyclic systems using the iterative enolate Claisen rearrangement of allylic glycolates is described. This strategy has been demonstrated in the stereospecific synthesis of a pine sawfly pheromone.

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U2 - 10.1021/jo00364a058

DO - 10.1021/jo00364a058

M3 - Article

AN - SCOPUS:0040433539

SN - 0022-3263

VL - 51

SP - 2855

EP - 2857

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 14

ER -

An Effective Strategy for Acyclic Synthesis via Iterative Rearrangement of Allylic Glycolates. Synthesis of a Pine Sawfly Pheromone

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