Palladium(0)-Catalysed Stannylstannylation and Silylstannylation of 1-Alkoxy-1-alkynes and 1-Phenylthio-1-alkynes

Sharon Casson; Philip Kocienski; Gillian Reid; Nicholas Smith; Joan M. Street; Michael Webster

doi:10.1055/s-1994-25685

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-00000084.xml

Share / Bookmark

Facebook X Linkedin Weibo

Download PDF

Synthesis 1994; 1994(12): 1301-1309
DOI: 10.1055/s-1994-25685

paper

© 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.

Palladium(0)-Catalysed Stannylstannylation and Silylstannylation of 1-Alkoxy-1-alkynes and 1-Phenylthio-1-alkynes

Sharon Casson^* , Philip Kocienski, Gillian Reid, Nicholas Smith, Joan M. Street, Michael Webster

^*Chemistry Department, The University, Southampton, SO17 1BJ, U.K.

Further Information

Publication History

Publication Date:
25 April 2002 (online)

PDF Download Permissions and Reprints All articles of this category

1-Alkoxy-1-alkynes and 1-phenylthio-1-alkynes add Me₃Si-SnMe₃ in the presence of catalytic amounts of Pd(0) . Clean syn-addition is observed with the Me₃Sn group being placed exclusively α to the heteroatom. The regio- and stereochemistry was confirmed by NMR spectroscopy and X-ray analysis. 1-Alkoxy-1-alkynes also add Me₃Sn-SnMe₃ under similar conditions.

>