Published November 1983 | Version Published
Journal Article Open

Cp_2TiCH_2 complexes in synthetic applications

Abstract

The reactive 16e- species Cp_2Ti=CH_2 can be generated in situ from either its aluminum alkyl adducts or olefin adducts (metallacyclobutanes). This complex reacts with a wide variety of unsaturated functionalities including c=O, c=C,-c≡c- and –C≡N. In most instances the c:O groups are methylenated. Key to the utility of these complexes is their lack of basic properties in contrast with phosphorous ylides; all of the normal "Wittig" side reactions are eliminated using these reagents. Acid chlorides and anhydrides are converted into enolate complexes, which can be used in aldol type chemistry. The combination of the reactivity toward C=O and C=C results in an efficient method for the conversion of unhindered carbonyl centers into quarternary carbon centers.

Additional Information

© 1983 IUPAC. The authors gratefully acknowledge the financial support of the National Science Foundation and the National Institutes of Health.

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Alternative title
Cp2TiCH2 complexes in synthetic applications

Identifiers

Eprint ID
88652
Resolver ID
CaltechAUTHORS:20180808-095501993

Funding

NSF
NIH

Dates

Created
2018-08-08
Created from EPrint's datestamp field
Updated
2021-11-16
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Caltech Custom Metadata

Other Numbering System Name
Caltech Laboratories of Chemistry
Other Numbering System Identifier
6891