A New Synthesis of 2-Substituted 6-endo-(Methylthio)bicyclo[2.2.1]heptanes. Synthesis and Crystal and Molecular Structure of a Conformationally Restricted Methionine Analogue

Richard S. Glass; Mahmood Sabahi; Waheguru P. Singh

doi:10.1021/jo00035a026

A New Synthesis of 2-Substituted 6-endo-(Methylthio)bicyclo[2.2.1]heptanes. Synthesis and Crystal and Molecular Structure of a Conformationally Restricted Methionine Analogue

Richard S. Glass, Mahmood Sabahi, Waheguru P. Singh

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

12 Scopus citations

Abstract

A new and advantageous synthesis of 2-endo-substituted-6-endo-(methylthio)bicyclo [2.2.1]heptanes, especially suitable for the preparation of such compounds with 2-endo-hydroxy and amino substituents, is presented. Also reported is the synthesis of the conformationally restricted methionine analogue (±)-2-endo-amino-6-endo-(methylthio)bicyclo[2.2.1]heptane-2-exo-carboxylic acid and its crystal and molecular structure determined by X-ray crystallographic techniques.

Original language	English (US)
Pages (from-to)	2683-2688
Number of pages	6
Journal	Journal of Organic Chemistry
Volume	57
Issue number	9
DOIs	https://doi.org/10.1021/jo00035a026
State	Published - Apr 1 1992
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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A New Synthesis of 2-Substituted 6-endo-(Methylthio)bicyclo[2.2.1]heptanes. Synthesis and Crystal and Molecular Structure of a Conformationally Restricted Methionine Analogue. / Glass, Richard S.; Sabahi, Mahmood; Singh, Waheguru P.
In: Journal of Organic Chemistry, Vol. 57, No. 9, 01.04.1992, p. 2683-2688.

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

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AU - Singh, Waheguru P.

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AB - A new and advantageous synthesis of 2-endo-substituted-6-endo-(methylthio)bicyclo [2.2.1]heptanes, especially suitable for the preparation of such compounds with 2-endo-hydroxy and amino substituents, is presented. Also reported is the synthesis of the conformationally restricted methionine analogue (±)-2-endo-amino-6-endo-(methylthio)bicyclo[2.2.1]heptane-2-exo-carboxylic acid and its crystal and molecular structure determined by X-ray crystallographic techniques.

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A New Synthesis of 2-Substituted 6-endo-(Methylthio)bicyclo[2.2.1]heptanes. Synthesis and Crystal and Molecular Structure of a Conformationally Restricted Methionine Analogue

Abstract

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