Palladium-catalyzed highly diastereoselective cyclic carbopalladation-carbonylative esterification tandem reaction of iododienes and iodoarylalkenes

Citation
C. Coperet et E. Negishi, Palladium-catalyzed highly diastereoselective cyclic carbopalladation-carbonylative esterification tandem reaction of iododienes and iodoarylalkenes, ORG LETT, 1(1), 1999, pp. 165-167
Citations number
26
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
1
Year of publication
1999
Pages
165 - 167
Database
ISI
SICI code
1523-7060(19990715)1:1<165:PHDCC>2.0.ZU;2-G
Abstract
[GRAPHICS] Pd-catalyzed reaction of iododienes and iodoarylalkenes represented by 1, 8 , and 10 under 1 atm of CO and a small amount of O-2 in the presence of a b ase, e.g., NEt3 as well as MeOH and H2O in DMF can undergo a highly diaster eoselective cyclic carbopalladation-carbonylative esterification tandem pro cess (Type II C-Pd process) to give in high yields the corresponding ester- containing cyclization products, e.g., 2, 9, and 11, in as high as 98% dias tereoselectivity.