Synthetic Studies Towards Milbemycin β3. Rapid Construction of a Model Spiroketal Subunit Using the Intramolecular Silyl Modified Sakurai (ISMS) Methodology

István E. Markó; Mark Bailey; Fiona Murphy; Jean-Paul Declercq; Bernard Tinant; Jeanine Feneau-Dupont; Alan Krief; Willy Dumont

doi:10.1055/s-1995-4858

Subscribe to RSS

Please copy the URL and add it into your RSS Feed Reader.

https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000083.xml

Share / Bookmark

Facebook X Linkedin Weibo

Download PDF

Synlett 1995; 1995(1): 123-126
DOI: 10.1055/s-1995-4858

letter

© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Synthetic Studies Towards Milbemycin β₃. Rapid Construction of a Model Spiroketal Subunit Using the Intramolecular Silyl Modified Sakurai (ISMS) Methodology

István E. Markó¹ , Mark Bailey¹ , Fiona Murphy¹ , Jean-Paul Declercq¹ , Bernard Tinant¹ , Jeanine Feneau-Dupont¹ , Alan Krief² , Willy Dumont²

¹Département de Chimie, Université Catholique de Louvain, Place Louis Pasteur 1, B1348 Louvain-La-Neuve, Belgium
²Laboratoire de Chimie Organique, Facultés Notre-Dame de la Paix, 3000 Namur, Belgium

Further Information

Publication History

Publication Date:
31 December 2000 (online)

PDF Download Permissions and Reprints All articles of this category

The ISMS condensation between allyl silane 3 and ortholactone 13 smoothly leads, after oxidative cleavage and stereoselective reduction, to spiroketal 2b, a model for the subunit present in milbemycin β₃.

Milbemycin - spiroketal - ISMS condensation - allyl silane - oxonium