Premium
Facile, Asymmetric Addition of Acetylene to Aldehydes: In Situ Generation of Reactive Zinc Acetylide
Author(s) -
Sasaki Hiroshi,
Boyall Dean,
Carreira Erick M.
Publication year - 2001
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 - 10.1002/1522-2675(20010418)84:4<964::aid-hlca964>3.0.co;2-i
Subject(s) - chemistry , acetylide , acetylene , nucleophilic addition , enantioselective synthesis , adduct , zinc , in situ , nucleophile , ligand (biochemistry) , enantiomer , organic chemistry , addition reaction , combinatorial chemistry , medicinal chemistry , catalysis , receptor , biochemistry
This study documents a process in which acetylene is employed directly in nucleophilic additions to aldehydes to give adducts in high levels of enantiomeric induction, up to 98% ee. To the best of our knowledge, this represents the first time in which acetylene itself has been utilized in such ligand‐controlled enantioselective additions.