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First Example of Supported Microwave‐Assisted Synthesis of New Chiral Bipyridines and a Terpyridine − Use in Asymmetric Cyclopropanation
Author(s) -
Pezet Frédéric,
Sasaki Isabelle,
Daran JeanClaude,
Hydrio Jérôme,
AïtHaddou Hassan,
Balavoine Gilbert
Publication year - 2001
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/1099-0682(200109)2001:10<2669::aid-ejic2669>3.0.co;2-y
Subject(s) - cyclopropanation , terpyridine , chemistry , enantioselective synthesis , microwave irradiation , copper , combinatorial chemistry , catalysis , organic chemistry , metal
We present herein the first alumina‐supported synthesis of chiral bipyridines and of a chiral C2‐symmetric terpyridine conducted under microwave irradiation, and our preliminary results from copper‐mediated enantioselective cyclopropanation with this terpyridine. Reaction yields were excellent and enantioselectivities of up to 87% were observed. Moreover, with trans ‐β‐methylstyrene, a remarkable diastereoselectivity (ratio trans / cis = 7:93) was observed.