Synthesis and asymmetric reactivity of enantiomerically pure cyclopentadienylmetal complexes derived from the chiral pool

Journal Article · Thu Mar 31 23:00:00 EST 1988 · Organometallics; (United States)

DOI:https://doi.org/10.1021/om00094a015· OSTI ID:7256341

Halterman, R L; Vollhardt, K P.C.

Starting from pulegone, camphor, and tartrate, three chiral cyclopentadienes were prepared efficiently. Metalation with Co/sub 2/(CO)/sub 8/ and TiCl/sub 3/ resulted in new chiral and enantiomerically pure substituted cyclopentadienyldicarbonylcobalt and -titanocene complexes. The latter were used in the quantitative catalytic asymmetric hydrogenation of 2-phenyl-1-butene in up to 34% optical yield. The former allowed the first asymmetric (2 + 2 + 2) cycloadditions promoted by chiral cyclopentadienylcobalt complexes to be observed.

• Research Organization: Univ. of California, Berkeley (USA)
• OSTI ID: 7256341
• Journal Information: Organometallics; (United States), Journal Name: Organometallics; (United States) Vol. 7:4; ISSN ORGND
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ALKENES
CARBONYLS
CHEMICAL PREPARATION
CHEMICAL REACTION KINETICS
CHLORIDES
CHLORINE COMPOUNDS
COBALT COMPOUNDS
CYCLOALKENES
CYCLOPENTADIENE
DATA
DIENES
EXPERIMENTAL DATA
HALIDES
HALOGEN COMPOUNDS
HYDROCARBONS
INFORMATION
KINETICS
NUMERICAL DATA
ORGANIC COMPOUNDS
ORGANOMETALLIC COMPOUNDS
POLYENES
REACTION KINETICS
STEREOCHEMISTRY
SYNTHESIS
TITANIUM CHLORIDES
TITANIUM COMPOUNDS
TRANSITION ELEMENT COMPOUNDS