Premium
Stereoselective Synthesis of ( Z )‐ and ( E )‐Allyl Aryl Sulfides and Selenides from Baylis Hillman Acetates under Neutral Conditions Using β ‐Cyclodextrin in Water
Author(s) -
Karnakar Konkala,
Ramesh Katla,
Narayana Murthy Sabbavarapu,
Venkata Durga Nageswar Yadavalli
Publication year - 2013
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201300067
Subject(s) - chemistry , stereoselectivity , aryl , cyclodextrin , baylis–hillman reaction , catalysis , medicinal chemistry , organic chemistry , stereochemistry , alkyl
Abstract The first example of the stereoselective synthesis of ( Z )‐ and ( E )‐allyl aryl sulfides and selenides from Baylis Hillman acetates under neutral conditions in H 2 O by supramolecular catalysis involving β ‐cyclodextrin is reported. β ‐Cyclodextrin can be recovered and reused. The reaction is very efficient in providing allyl aryl sulfides and selenides in good‐to‐excellent yields with clean reaction profiles under mild reaction conditions.