Mixed Crossed Aldol Condensation between Conjugated Esters and Aldehydes Using Aluminum Tris(2,6-diphenylphenoxide)

Susumu Saito; Masahito Shiozawa; Hisashi Yamamoto

doi:10.1002/(SICI)1521-3773(19990614)38:12<1769::AID-ANIE1769>3.0.CO;2-0

Mixed Crossed Aldol Condensation between Conjugated Esters and Aldehydes Using Aluminum Tris(2,6-diphenylphenoxide)

Angew Chem Int Ed Engl. 1999 Jun 14;38(12):1769-1771. doi: 10.1002/(SICI)1521-3773(19990614)38:12<1769::AID-ANIE1769>3.0.CO;2-0.

Authors

Susumu Saito¹, Masahito Shiozawa¹, Hisashi Yamamoto¹

Affiliation

¹ Graduate School of Engineering, Nagoya University, CREST, Japan Science (and) Technology Corporation (JST), Furo-cho, Chikusa, Nagoya 464-8603 (Japan), Fax: (+81) 52-789-3222.

Abstract

The combined use of aluminum tris(2,6-diphenylphenoxide) (ATPH) and lithium 2,2,6,6-tetramethylpiperidide (LTMP) has proven to be effective for the mixed crossed aldol condensation between conjugated esters and various aldehydes. An example is shown in Equation (1).

Keywords: Aldol reactions; Cross-coupling; C−C coupling; Enols.