Issue 6, 1991
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Enzymatic resolution of sterically demanding bicyclo[3.2.0]heptanes: evidence for a novel hydrolase in crude porcine pancreatic lipase and the advantages of using organic media for some of the biotransformations

Ian C. Cotterill,   Alan G. Sutherland,   Stanley M. Roberts,   Robert Grobbauer,   Josef Spreitz  and  Kurt Faber  

Abstract

Sterically demanding 7,7-dimethylbicyclo[3.2.0]hept-2-en-6-one 1 was enzymatically resolved via the exo-acetate 11a using crude porcine pancreatic lipase. By employing different fractions of hydrolases from the crude enzyme, evidence was obtained that an enzymatic ‘impurity’ was responsible for the highly selective reaction (E > 300). Alternatively, 7,7-dimethyl and 7,7-diphenyl derivatives 1 and 2 were equally well resolved, via bromohydrins 12b and 13b, by lipases from Pseudomonas cepacia and Candida cylindracea but only when acylations were conducted in organic media.

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/P19910001365
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1991, 1365-1368

Permissions

Request permissions

Enzymatic resolution of sterically demanding bicyclo[3.2.0]heptanes: evidence for a novel hydrolase in crude porcine pancreatic lipase and the advantages of using organic media for some of the biotransformations

I. C. Cotterill, A. G. Sutherland, S. M. Roberts, R. Grobbauer, J. Spreitz and K. Faber, J. Chem. Soc., Perkin Trans. 1, 1991, 1365 DOI: 10.1039/P19910001365

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