Issue 13, 1992
From the journal:

Journal of the Chemical Society, Chemical Communications

Applications of Baylis–Hillman coupling products: a remarkable reversal of stereochemistry from esters to nitriles: a simple synthesis of (2E)-2-methylalk-2-en-1-ols and (2Z)-2-methylalk-2-enenitriles

Deevi Basavaiah  and  Pakala K. S. Sarma  

Abstract

Reaction of methyl 3-acetoxy-2-methylenealkanoates with the reducing agent, lithium aluminium hydride (LAH): ethanol (1 : 1), provides (2E)-2-methylalk-2-en-1-ols, whereas, reaction of 3-acetoxy-2-methylenealkanenitriles with the same reagent provides (2Z)-2-methylalk-2-enenitriles in high yields.

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/C39920000955
Article type
Paper

J. Chem. Soc., Chem. Commun., 1992, 955-957

Permissions

Request permissions

Applications of Baylis–Hillman coupling products: a remarkable reversal of stereochemistry from esters to nitriles: a simple synthesis of (2E)-2-methylalk-2-en-1-ols and (2Z)-2-methylalk-2-enenitriles

D. Basavaiah and P. K. S. Sarma, J. Chem. Soc., Chem. Commun., 1992, 955 DOI: 10.1039/C39920000955

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements