The first reagent-controlled asymmetric halolactonizations: dihydroquinidine-halogen complexes as chiral sources of positive halogen ion
Article Abstract:
Reagent-controlled asymmetric halolactonizations have been described for the first time. Development of ways to change achiral starting materials into enantiopure chiral compounds efficiently is always an important goal for those in organic synthesis. Complexes of I+ with O-aryl- and O-acyldihydroquinidines have been used to bring on asymmetric halolactonization of prochiral gamma-delta-unsaturated carboxylic acids with reproducible and measurable enantioselectivity.
Publication Name: Canadian Journal of Chemistry
Subject: Chemistry
ISSN: 0008-4042
Year: 1998
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Complexes of ketodiesters and related compounds with TiCl4. Attempts to use chelation to promote the simultaneous coordination of ketones by two Lewis acids
Article Abstract:
Chelation can promote the complexing of ketodiesters and other compounds with multiple Lewis acids, a rare natural occurrence. Treatment of 3-oxoglutarates and 4-oxopimelates with TiCl4 produces single chelates in which TiCl4 is bound with the ketone carbonyl group and one ester, and another ester remains unbound. Such complexes of multiple Lewis acids and carbonyl compounds are uncommon, as ketones resist these bonds.
Publication Name: Canadian Journal of Chemistry
Subject: Chemistry
ISSN: 0008-4042
Year: 1998
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Novel rearrangement of esters and ethers into aryl ketones
Article Abstract:
A novel rearrangement of esters and ethers into aryl ketones has been found in the study of gas-phase pyrolysis in organic synthesis. The formate ester of benzoin and the methyl ethers of benzoin and anisoin have been cleanly and separately converted under gas-phase temperatures and conditions into 1,2-diarylethanone. A mechanism has been suggested.
Publication Name: Canadian Journal of Chemistry
Subject: Chemistry
ISSN: 0008-4042
Year: 1998
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