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Titolo:
External chiral ligand-induced enantioselective lithiation/S(E)2 reactionsof isochroman and phthalan
Autore:
Tomooka, K; Wang, LF; Okazaki, F; Nakai, T;
Indirizzi:
Tokyo Inst Technol, Dept Chem Technol, Meguro Ku, Tokyo 1528552, Japan Tokyo Inst Technol Tokyo Japan 1528552 , Meguro Ku, Tokyo 1528552, Japan
Titolo Testata:
TETRAHEDRON LETTERS
fascicolo: 32, volume: 41, anno: 2000,
pagine: 6121 - 6125
SICI:
0040-4039(20000805)41:32<6121:ECLELR>2.0.ZU;2-L
Fonte:
ISI
Lingua:
ENG
Soggetto:
BULI/CHIRAL BIS(OXAZOLINE) COMPLEX; ASYMMETRIC LITHIATION;
Keywords:
bis(oxazoline); lithiation; isochroman; phthalan; enantioselection;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Physical, Chemical & Earth Sciences
Citazioni:
7
Recensione:
Indirizzi per estratti:
Indirizzo: Nakai, T Tokyo Inst Technol, Dept Chem Technol, Meguro Ku, Tokyo 1528552, Japan Tokyo Inst Technol Tokyo Japan 1528552 Ku, Tokyo 1528552, Japan
Citazione:
K. Tomooka et al., "External chiral ligand-induced enantioselective lithiation/S(E)2 reactionsof isochroman and phthalan", TETRAHEDR L, 41(32), 2000, pp. 6121-6125

Abstract

Treatment of isochroman and phthalan with a t-BuLi/chiral bis(oxazoline) complex followed by reaction with carbon-electrophiles such as benzaldehyde and CO2 is shown to afford the a-substituted derivatives in moderate-to-high enantioselectivities (up to 97% ee and 83% ee, respectively). The asymmetric induction is proved to occur at the post-lithiation step. (C) 2000 Elsevier Science Ltd. All rights reserved.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 10/07/20 alle ore 12:44:57