104764-30-9Relevant academic research and scientific papers
ASYMMETRIC CYCLIZATION OF UNSATURATED ALDEHYDES CATALYZED BY A CHIRAL LEWIS ACID
Sakane, Soichi,Maruoka, Keiji,Yamamoto, Hisashi
, p. 5535 - 5538 (1985)
A highly enantioselective cyclization of prochiral unsaturated aldehydes has been accomplished with a chiral zinc reagent derived from dimethylzinc and (R)-(+)-1,1'-bi-2-naphthol.
BINOL-Al catalysed asymmetric cyclization and amplification: Preparation of optically active menthol analogs
Itoh, Hisanori,Maeda, Hironori,Yamada, Shinya,Hori, Yoji,Mino, Takashi,Sakamoto, Masami
, p. 5817 - 5825 (2015/05/27)
We report a highly selective asymmetric ring-closing ene reaction catalysed by aluminum complexes with chiral BINOL. This reaction yields optically active 6-membered cyclized alcohols from unsaturated aldehydes, with good diastereo- and enantioselectiviti
ASYMMETRIC CYCLIZATION OF UNSATURATED ALDEHYDES CATALYZED BY A CHIRAL LEWIS ACID
Sakane, Soichi,Maruoka, Keiji,Yamamoto, Hisashi
, p. 2203 - 2210 (2007/10/02)
A highly enantioselective cyclization of unsaturated aldehydes has been accomplished with the chiral zinc reagent 1 derived from dimethylzinc and (R)-(+)-1,1'-bi-2-naphthol.Thus, the Aldehyde 2 and 10 are treated with the reagent 1 producing the trans alcohol 3 and 11, respectively, with high optical purity (>90percent ee).In sharp contrast, the aldehyde 8 affords the totally racemic alcohol 9.Since the chiral zinc reagent 1 possesses its C2-symmetry, either enantiomer can be prepared from the unsaturated aldehyde by choosing the chiral ligand, (R)-(+)- or (S)-(-)-1,1'-bi-2-naphthol.
